Pesticide-active heterocyclic derivatives having sulfur-containing and sulfoximine substituents

Abstract

Disclosed are compounds of formula (I), wherein the substituents are as defined in claim 1. Furthermore, the invention relates to agrochemical compositions comprising compounds of formula (I), the preparation of these compositions, and the use of these compounds or compositions in agriculture or horticulture for combating, preventing or controlling animal pests, including arthropods and in particular insects or representatives of the order Acarina.

Description

[0001] The present invention relates to pesticidally active, in particular insecticidal, heterocyclic derivatives containing a sulphur substituent, processes for their preparation, compositions comprising those compounds and their use for controlling animal pests, including arthropods and in particular insects or representatives of the order Acarina.

[0002] Heterocyclic compounds having pesticidal action are known and are described, for example, in WO 2014 / 104407, WO 2016 / 107831, WO 2016 / 107831, WO 2013 / 018928, WO 2014 / 119672, WO 2014 / 119494, WO 2014 / 119679, and WO 2014 / 119670.

[0003] It has now surprisingly been found that certain novel pesticidally active derivatives having sulphur-containing and sulfoximine substituents have advantageous properties as pesticides.

[0004] The present invention therefore provides compounds of formula I,

[0005]

[0006] in

[0007] G1 and G2 are independently CH or N;

[0008] G3 is NCH3 or O;

[0009] R1 is C1-C6 alkyl or C1-C6 haloalkyl;

[0010] R2 is H, C1-C6 alkyl, C1-C6 cycloalkyl, C1-C6 haloalkyl, -C(O)R3 or CN;

[0011] R3 is a C1-C6 alkyl group;

[0012] Q is a group selected from the group consisting of: formula Qa and Qb

[0013]

[0014] wherein arrows indicate points of attachment to carbon atoms of the bicyclic ring;

[0015] And among them

[0016] A is CH or N;

[0017] X is S, SO or SO2;

[0018] R4 is a C1-C4 alkyl group;

[0019] R5 is hydrogen or halogen; or

[0020] R5 is a five- to six-membered aromatic ring system attached via a ring carbon atom to the ring containing the substituent A, said ring system being unsubstituted or mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylsulfanyl, C1-C4 alkylsulfinyl and C1-C4 alkylsulfonyl; and said ring system may contain 1, 2 or 3 ring heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, wherein said ring system may not contain more than one ring oxygen atom and may not contain more than one ring sulfur atom; or

[0021] R5 is a five-membered aromatic ring system attached to the ring containing the substituent A via a ring nitrogen atom, the ring system being unsubstituted or mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylsulfanyl, C1-C4 alkylsulfinyl and C1-C4 alkylsulfonyl; and the ring system contains 1, 2 or 3 ring heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, wherein the ring system contains at least one ring nitrogen atom and may not contain more than one ring oxygen atom and may not contain more than one ring sulfur atom;

[0022] R6 is halogen, C1-C6 haloalkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl monosubstituted by cyano, C3-C6 alkyl monosubstituted by cyano, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkoxy monosubstituted by cyano, -N=S(O)R7R8, N(R9)C(=O)R 10 、N(R 11 )R 12 , or 2-pyridyloxy; or

[0023] R6 is a five- to six-membered aromatic ring system attached via a ring carbon atom to the ring containing the substituent A, said ring system being unsubstituted or mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylsulfanyl, C1-C4 alkylsulfinyl and C1-C4 alkylsulfonyl; and said ring system may contain 1, 2 or 3 ring heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, wherein said ring system may not contain more than one ring oxygen atom and may not contain more than one ring sulfur atom; or

[0024] R6 is a five-membered aromatic ring system connected to the ring containing the substituent A via a ring nitrogen atom, the ring system being unsubstituted or mono- or polysubstituted by substituents selected from the group consisting of halogen, cyano, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylsulfanyl, C1-C4 alkylsulfinyl and C1-C4 alkylsulfonyl; and the ring system contains at least 1 ring nitrogen atom and may contain 2 or 3 additional ring heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, wherein the ring system may not contain more than one ring oxygen atom and may not contain more than one ring sulfur atom;

[0025] R7 and R8 are independently C1-C6 alkyl;

[0026] R9 is H or C1-C6 alkyl;

[0027] R 10 is a C1-C6 alkyl group or a C3-C6 cycloalkyl group;

[0028] R 11 and R 12 are independently H or C1-C6 alkyl;

[0029] or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide of a compound of formula I.

[0030] Compounds of formula I with at least one basic center can form acid addition salts, for example, with strong inorganic acids (such as mineral acids, for example perchloric acid, sulfuric acid, nitric acid, nitrous acid, phosphoric acid or hydrohalic acids), strong organic carboxylic acids (such as unsubstituted or, for example, halogen-substituted C1-C4-alkanecarboxylic acids, for example acetic acid, such as saturated or unsaturated dicarboxylic acids, for example oxalic acid, malonic acid, succinic acid, maleic acid, fumaric acid or phthalic acid, such as hydroxycarboxylic acids, for example ascorbic acid, lactic acid, malic acid, tartaric acid or citric acid, or such as benzoic acid), or organic sulfonic acids (such as unsubstituted or, for example, halogen-substituted C1-C4-alkanesulfonic acids or arylsulfonic acids, for example methanesulfonic acid or p-toluenesulfonic acid). Compounds of formula I having at least one acidic group can, for example, form salts with bases, for example mineral salts, such as alkali metal or alkaline earth metal salts, for example sodium, potassium or magnesium salts; or with ammonia or organic amines such as morpholine, piperidine, pyrrolidine, mono-, di- or tri-lower alkylamines, for example ethylamine, diethylamine, triethylamine or dimethylpropylamine, or mono-, di- or trihydroxy-lower alkylamines, for example monoethanolamine, diethanolamine or triethanolamine.

[0031] In each case, the compounds of formula (I) according to the invention are in free form, in oxidized form, such as N-oxides, or in salt form (eg in the form of agronomically usable salts).

[0032] N-oxides are oxidized forms of tertiary amines or oxidized forms of nitrogen-containing heteroaromatic compounds. They are described, for example, in the book "Heterocyclic N-oxides" by A. Albini and S. Pietra, CRC Press, Boca Raton, 1991.

[0033] The compounds of formula I according to the invention also include hydrates which may be formed during salt formation.

[0034] As used herein, the term "C1-C n “Alkyl” refers to a saturated straight or branched chain hydrocarbon radical having 1 to n carbon atoms, attached via any carbon atom, such as any of the following: methyl, ethyl, n-propyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, n-hexyl, n-pentyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl, 1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl, 3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl, or 1-ethyl-2-methylpropyl.

[0035] As used herein, the term "C1-C n“Haloalkyl” refers to straight-chain or branched saturated alkyl groups (as mentioned above) having 1 to n carbon atoms, attached via any carbon atom, wherein some or all of the hydrogen atoms in these groups may be replaced by fluorine, chlorine, bromine and / or iodine, i.e., for example, any of the following: chloromethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 2-fluoroethyl, 2-chloroethyl, 2-bromoethyl, 2-iodoethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2-chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl, 2,2,2-trichloroethyl, pentafluoroethyl, 2-fluoropropyl, 3-fluoropropyl, 2,2-difluoropropyl, 2,3-difluoropropyl The term "Ci-C2-fluoroalkyl" shall mean a C1-C2-alkyl group containing 1, 2, 3, 4, or 5 fluorine atoms, such as difluoromethyl, trifluoromethyl, 1-fluoroethyl, 2-fluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 1,1,2,2-tetrafluoroethyl, or pentafluoroethyl.

[0036] As used herein, the term "C1-C n "Alkoxy" refers to a straight-chain or branched saturated alkyl group having 1 to n carbon atoms (as mentioned above) attached via an oxygen atom, i.e., for example, any of the following: methoxy, ethoxy, n-propoxy, 1-methylethoxy, n-butoxy, 1-methylpropoxy, 2-methylpropoxy or 1,1-dimethylethoxy.

[0037] As used herein, the term "C1-C n "Haloalkoxy" refers to the C1-C nAlkoxy groups, which are partially or fully substituted by fluorine, chlorine, bromine and / or iodine, i.e., for example, any of the following: chloromethoxy, dichloromethoxy, trichloromethoxy, fluoromethoxy, difluoromethoxy, trifluoromethoxy, chlorofluoromethoxy, dichlorofluoromethoxy, chlorodifluoromethoxy, 2-fluoroethoxy, 2-chloroethoxy, 2-bromoethoxy, 2-iodoethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy, 2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy, 2,2,2-trichloroethoxy , pentafluoroethoxy, 2-fluoropropoxy, 3-fluoropropoxy, 2,2-difluoropropoxy, 2,3-difluoropropoxy, 2-chloropropoxy, 3-chloropropoxy, 2,3-dichloropropoxy, 2-bromopropoxy, 3-bromopropoxy, 3,3,3-trifluoropropoxy, 3,3,3-trichloropropoxy, 2,2,3,3,3-pentafluoropropoxy, heptafluoropropoxy, 1-(fluoromethyl)-2-fluoroethoxy, 1-(chloromethyl)-2-chloroethoxy, 1-(bromomethyl)-2-bromoethoxy, 4-fluorobutoxy, 4-chlorobutoxy, or 4-bromobutoxy.

[0038] As used herein, the term "C1-C n "Alkylsulfanyl" refers to a linear or branched saturated alkyl group having 1 to n carbon atoms (as mentioned above) attached via a sulfur atom, i.e., for example, any of the following: methylthio, ethylthio, n-propylthio, 1-methylethylthio, butylthio, 1-methylpropylthio, 2-methylpropylthio or 1,1-dimethylethylthio.

[0039] As used herein, the term "C1-C n “Alkylsulfinyl” refers to a straight-chain or branched saturated alkyl group having 1 to n carbon atoms (as mentioned above) attached via the sulfur atom of the sulfinyl group, i.e., for example, any of the following: methylsulfinyl, ethylsulfinyl, n-propylsulfinyl, 1-methylethyl-sulfinyl, n-butylsulfinyl, 1-methylpropylsulfinyl, 2-methylpropylsulfinyl, 1,1-dimethyl-ethylsulfinyl, n-pentylsulfinyl, 1-methylbutylsulfinyl, 2-methylbutylsulfinyl, 3-methyl-butylsulfinyl, 1,1-dimethylpropylsulfinyl, 1,2-dimethylpropylsulfinyl, 2,2-dimethylpropylsulfinyl or 1-ethylpropylsulfinyl.

[0040] As used herein, the term "C1-C n"Alkylsulfonyl" refers to a straight-chain or branched saturated alkyl group having 1 to n carbon atoms (as mentioned above) attached via the sulfur atom of the sulfonyl group, i.e., for example, any of the following: methylsulfonyl, ethylsulfonyl, n-propylsulfonyl, isopropylsulfonyl, n-butylsulfonyl, 1-methylpropylsulfonyl, 2-methylpropylsulfonyl or tert-butylsulfonyl.

[0041] As used herein, the term "C1-C1 monosubstituted by cyano" n "Alkyl" refers to a straight-chain or branched saturated alkyl group having 1 to n carbon atoms (as mentioned above) substituted by a cyano group, for example, cyanomethylene, cyanoethylene, 1,1-dimethylcyanomethyl, cyanomethyl, cyanoethyl and 1-dimethylcyanomethyl.

[0042] As used herein, the term "C1-C1 monosubstituted by cyano" n "Alkoxy" refers to a straight-chain or branched saturated alkoxy group having 1 to n carbon atoms (as mentioned above) substituted by a cyano group, for example, cyanomethoxy, cyanoethoxy, 1,1-dimethylcyanomethoxy and 1-dimethylcyanomethoxy.

[0043] As used herein, the term "C3-C6 cycloalkyl" refers to a 3-membered to 6-membered cycloalkyl group, such as cyclopropane, cyclobutane, cyclopropane, cyclopentane, and cyclohexane.

[0044] Halogen is typically fluorine, chlorine, bromine or iodine. This also applies correspondingly to halogen in combination with other meanings, such as haloalkyl.

[0045] In the context of the present invention, "mono- or polysubstituted" in the definition of a substituent typically means, depending on the chemical structure of the substituent, mono- to pentasubstituted, more preferably mono-, di- or trisubstituted.

[0046] In the context of the present invention, examples of “a five- to six-membered aromatic ring system which is linked via a ring carbon atom and which may contain 1, 2 or 3 ring heteroatoms” are, but are not limited to, phenyl, pyridyl and pyrimidinyl; preferably phenyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, pyrimidin-2-yl, pyrimidin-4-yl and pyrimidin-5-yl.

[0047] In the context of the present invention, examples of a “five-membered aromatic ring system which is linked via a ring nitrogen atom and which contains 1, 2 or 3 ring heteroatoms” are, but are not limited to, pyrazolyl, pyrrolyl, imidazolyl and triazolyl; preferably, pyrrol-1-yl, pyrazol-1-yl, triazol-2-yl, 1,2,4-triazol-1-yl, triazol-1-yl, and imidazol-1-yl.

[0048] As listed below, certain embodiments according to the present invention are provided.

[0049] Example 1 provides a compound of Formula I, or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer, or N-oxide thereof, wherein G1, G2, G3, R1, R2, R3, A, X, Q, R4, R5, R6, R7, R8, R9, R 10 、R 11 , and R 12 is as defined above under Formula I.

[0050] Embodiment 2 provides the compound according to embodiment 1, or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide thereof, wherein Q is Qa.

[0051] Embodiment 3 provides a compound according to embodiment 1, or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide thereof, wherein Q is Qb.

[0052] Regarding Examples 1-3, G1, G2, G3, R1, R2, R3, A, X, R4, R5, R6, R7, R8, R9, R 10 、R 11 , and R 12 The preferred values ​​of are listed below in any combination:

[0053] Preferably, G1 and G2 are both N.

[0054] It is also preferred when G1 is CH and G2 is N.

[0055] It is also preferred when G1 is N and G2 is CH.

[0056] Most preferably, G1 and G2 are both CH.

[0057] Preferably G3 is O.

[0058] Preferably R1 is methyl or trifluoromethyl; most preferably trifluoromethyl.

[0059] Preferably, R2 is H, C1-C4 alkyl, cyclopropyl, C1-C4 haloalkyl, -C(O)R3 or cyano.

[0060] More preferably, R2 is H, cyano, COCH3, cyclopropyl, methyl, ethyl, trifluoroethyl, or trifluoromethyl.

[0061] Most preferably, R2 is H, cyano, methyl, ethyl, cyclopropyl, or 2,2,2-trifluoroethyl.

[0062] Preferably R3 is C1-C4 alkyl; most preferably R3 is methyl.

[0063] Preferably, X is S or SO2; most preferably, X is SO2.

[0064] Preferably R4 is C1-C2 alkyl; most preferably R4 is ethyl.

[0065] Preferably R5 is hydrogen; or

[0066] R5 is a five- to six-membered aromatic ring system connected to the ring containing substituent A via a ring carbon atom, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system may contain 1 or 2 ring nitrogen atoms; or

[0067] R5 is a five-membered aromatic ring system connected to the ring containing substituent A via a ring nitrogen atom, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1, 2 or 3 ring nitrogen atoms.

[0068] More preferably R5 is hydrogen; or

[0069] R5 is a six-membered aromatic ring system connected to the ring containing substituent A via a ring carbon atom, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system contains 1 or 2 ring nitrogen atoms; or

[0070] R5 is a five-membered aromatic ring system connected to the ring containing substituent A via a ring nitrogen atom, the ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and the ring system contains 2 or 3 ring nitrogen atoms.

[0071] More preferably R5 is hydrogen; or

[0072] R5 is a six-membered aromatic ring system (selected from pyridyl and pyrimidinyl (preferably pyrimidinyl)) linked via a ring carbon atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl; or

[0073] R5 is a five-membered aromatic ring system (selected from pyrazolyl, imidazolyl and triazolyl (preferably pyrazolyl and triazolyl)) connected to the ring containing the substituent A via a ring nitrogen atom, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl.

[0074] More preferably, R5 is hydrogen, N-attached pyrazolyl which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl, C-attached pyrimidinyl which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl, or N-attached triazolyl which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl.

[0075] Most preferably, R5 is hydrogen, 3-chloro-pyrazol-1-yl, 3-trifluoromethyl-pyrazol-1-yl, pyrimidin-2-yl, 1,2,4-triazol-1-yl, 3-chloro-1,2,4-triazol-1-yl, or 3-trifluoromethyl-1,2,4-triazol-1-yl.

[0076] Preferably, R6 is C3-C6 cycloalkyl, C3-C6 cycloalkyl monosubstituted by cyano, C1-C6 haloalkoxy, C1-C6 alkoxy monosubstituted by cyano, -N=S(O)R7R8 (wherein R7 and R8 are independently C1-C4 alkyl), -N(R9)COR 10 (where R9 and R 10 are independently C1-C4 alkyl), or R6 is 2-pyridyloxy; or

[0077] R6 is a five- to six-membered aromatic ring system connected to the ring containing the substituent A via a ring carbon atom, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system may contain 1 or 2 ring nitrogen atoms; or

[0078] R6 is a five-membered aromatic ring system connected to the ring containing substituent A via a ring nitrogen atom, the ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and the ring system containing 1, 2 or 3 ring nitrogen atoms.

[0079] More preferably, R6 is cyclopropyl, cyanocyclopropyl, trifluoroethoxy, difluoropropoxy, cyanoisopropoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, or 2-pyridyloxy; or

[0080] R6 is a six-membered aromatic ring system (selected from pyridyl and pyrimidinyl (preferably pyrimidinyl)) linked via a ring carbon atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; or

[0081] R6 is a five-membered aromatic ring system (selected from pyrazolyl, imidazolyl and triazolyl (preferably pyrazolyl and triazolyl)) connected to the ring containing the substituent A via a ring nitrogen atom, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl.

[0082] Most preferably, R6 is cyclopropyl, 1-cyanocyclopropyl, 2,2,2-trifluoroethoxy, 2,2-difluoropropoxy, 1-cyano-1-methyl-ethoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, pyrimidin-2-yl, 4-trifluoromethyl-pyrimidin-2-yl, 5-cyano-pyrimidin-2-yl, 5-chloro-pyrimidin-2-yl, 3-chloro-pyrazol-1-yl, 3-trifluoromethyl-pyrazol-1-yl.

[0083] Preferably, R7 and R8 are independently C1-C4 alkyl.

[0084] Most preferably, R7 and R8 are methyl.

[0085] Preferably R9 is H or C1-C4 alkyl.

[0086] More preferably R9 is H or methyl; most preferably R9 is methyl.

[0087] Preferred R 10 is C1-C6 alkyl; more preferably R 10 is C1-C4 alkyl; most preferably R 10 It's methyl.

[0088] Preferred R 11 and R 12 are independently H or C1-C4 alkyl; most preferably R 11 and R 12 It's methyl.

[0089] One group of compounds according to the present invention are those having the formula I-1

[0090]

[0091] wherein G1, G2, R1, R2, R3, A, X, R4, and R5 are as defined above under formula I, or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide thereof; and wherein: R5 is preferably H; or

[0092] R5 is a five- to six-membered aromatic ring system attached via a ring carbon atom to the ring containing substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1 or 2 ring nitrogen atoms; or

[0093] R5 is a five-membered aromatic ring system connected to the ring containing substituent A via a ring nitrogen atom, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1, 2 or 3 ring nitrogen atoms.

[0094] In a preferred group of compounds having formula I-1, R5 is preferably H; or

[0095] R5 is a six-membered aromatic ring system (selected from pyridyl and pyrimidinyl) linked via a ring carbon atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl; or

[0096] R5 is a five-membered aromatic ring system (selected from pyrazolyl, imidazolyl and triazolyl) connected via a ring nitrogen atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl.

[0097] In a more preferred group of compounds having formula I-1, R5 is preferably H, an N-attached pyrazolyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl, a C-attached pyrimidinyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl, or an N-attached triazolyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl; even more preferably, R5 is selected from the group consisting of: H, 3-chloro-pyrazol-1-yl, 3-trifluoromethyl-pyrazol-1-yl, pyrimidin-2-yl, 1,2,4-triazol-1-yl, 3-chloro-1,2,4-triazol-1-yl, and 3-trifluoromethyl-1,2,4-triazol-1-yl.

[0098] A preferred group of compounds according to this embodiment is a compound having formula (I-1a), which is a compound having formula (I-1), or any preferred embodiment of a compound having formula (I-1), wherein R1 is C1-C4 alkyl or C1-C4 haloalkyl; preferably R1 is CH3 or CF3; more preferably R1 is CF3.

[0099] Another group of preferred compounds according to this embodiment are compounds of formula (I-1b), which are compounds of formula (I-1), or any preferred embodiment of compounds of formula (I-1), wherein: R2 is H, C1-C4 alkyl, cyclopropyl, C1-C4 haloalkyl, C(O)R3 or cyano; and wherein R3 is C1-C4 alkyl; preferably R3 is methyl;

[0100] More preferably, R2 is H, cyano, COCH3, cyclopropyl, methyl, ethyl, trifluoroethyl or trifluoromethyl; more preferably, R2 is H, cyano, methyl, ethyl, cyclopropyl or 2,2,2-trifluoroethyl

[0101] Another group of preferred compounds according to this embodiment are compounds of formula (I-1c), which are compounds of formula (I-1), or any preferred embodiment of compounds of formula (I-1), wherein X is S or SO2, preferably SO2.

[0102] Another group of preferred compounds according to this embodiment are compounds of formula (I-1d), which are compounds of formula (I-1), or any preferred embodiment of compounds of formula (I-1), wherein R4 is C1-C2 alkyl; preferably R4 is ethyl.

[0103] A preferred group of compounds according to this embodiment are compounds of formula (I-1e), which are compounds of formula (I-1), or any preferred embodiment of compounds of formula (I-1), wherein A is N.

[0104] Another group of preferred compounds according to this embodiment are compounds of formula (I-1f), which are compounds of formula (I-1), or any preferred embodiment of compounds of formula (I-1), wherein A is CH.

[0105] A preferred group of compounds according to this embodiment are compounds of formula (I-1g), which are compounds of formula (I-1), or any preferred embodiment of compounds of formula (I-1), wherein G2 is N and G1 is CH.

[0106] Another group of preferred compounds according to this embodiment are compounds of formula (I-1h), which are compounds of formula (I-1), or any preferred embodiment of compounds of formula (I-1), wherein G2 and G1 are both CH.

[0107] Another group of preferred compounds according to this embodiment are compounds of formula (I-1i), which are compounds of formula (I-1), or any preferred embodiment of compounds of formula (I-1), wherein G2 is CH and G1 is N.

[0108] Another group of compounds according to the invention are those having the formula I-2

[0109]

[0110] Among them, G1, G2, R1, R2, R3, A, X, R4, R6, R7, R8, R9, R 10 、R 11 , and R 12 is as defined above under formula I, or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide thereof; and wherein:

[0111] R6 is preferably C3-C6 cycloalkyl, C3-C6 cycloalkyl monosubstituted by cyano, C1-C6 haloalkoxy, C1-C6 alkoxy substituted by cyano, -N=S(O)R7R8, -N(R9)COR 10 or 2-pyridyloxy; or

[0112] R6 is a five- to six-membered aromatic ring system attached to the ring containing substituent A via a ring carbon atom, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1 or 2 ring nitrogen atoms; or

[0113] R6 is a five-membered aromatic ring system connected to the ring containing substituent A via a ring nitrogen atom, the ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and the ring system containing 1, 2 or 3 ring nitrogen atoms.

[0114] In a preferred group of compounds of formula I-2, R6 is preferably cyclopropyl, cyanocyclopropyl, C1-C4 haloalkoxy, C1-C4 alkoxy substituted by cyano, -N=S(O)(CH3)2, -N(CH3)COCH3 or 2-pyridyloxy; most preferably R6 is cyclopropyl, cyanocyclopropyl, -OCH2CF3, -OCH2CF2CH3, C1-C3 alkoxy monosubstituted by cyano, -N=S(O)(CH3)2, -N(CH3)COCH3 or 2-pyridyloxy; or

[0115] R6 is a six-membered aromatic ring system (selected from pyridyl and pyrimidinyl) linked via a ring carbon atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; or

[0116] R6 is a five-membered aromatic ring system (selected from pyrazolyl, imidazolyl and triazolyl) connected via a ring nitrogen atom to the ring containing substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl.

[0117] In a more preferred group of compounds of formula I-2, R6 is preferably cyclopropyl, cyanocyclopropyl, trifluoroethoxy, difluoropropoxy, cyanoisopropoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, N-attached pyrazolyl which is unsubstituted or may be monosubstituted by chlorine, cyano or trifluoromethyl, or C-attached pyrimidinyl which is unsubstituted or may be monosubstituted by chlorine, cyano or trifluoromethyl; even more preferably, R6 is selected from The following group consists of: cyclopropyl, 1-cyanocyclopropyl, 2,2,2-trifluoroethoxy, 2,2-difluoropropoxy, 1-cyano-1-methyl-ethoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, pyrimidin-2-yl, 4-trifluoromethyl-pyrimidin-2-yl, 5-cyano-pyrimidin-2-yl, 5-chloro-pyrimidin-2-yl, 3-chloro-pyrazol-1-yl, and 3-trifluoromethyl-pyrazol-1-yl.

[0118] A preferred group of compounds according to this embodiment are compounds having formula (I-2a), which are compounds having formula (I-2), or any preferred embodiment of a compound having formula (I-2), wherein R1 is C1-C4 alkyl or C1-C4 haloalkyl; preferably R1 is CH3 or CF3; more preferably R1 is CF3.

[0119] Another group of preferred compounds according to this embodiment are compounds of formula (I-2b), which are compounds of formula (I-2), or any preferred embodiment of compounds of formula (I-2), wherein: R2 is H, C1-C4 alkyl, cyclopropyl, C1-C4 haloalkyl, C(O)R3 or cyano; and wherein R3 is C1-C4 alkyl; preferably R3 is methyl;

[0120] More preferably, R2 is H, cyano, COCH3, cyclopropyl, methyl, ethyl, trifluoroethyl or trifluoromethyl; more preferably, R2 is H, cyano, methyl, ethyl, cyclopropyl or 2,2,2-trifluoroethyl

[0121] Another group of preferred compounds according to this embodiment are compounds of formula (I-2c), which are compounds of formula (I-2), or any preferred embodiment of compounds of formula (I-2), wherein X is S or SO2, preferably SO2.

[0122] Another group of preferred compounds according to this embodiment are compounds of formula (I-2d), which are compounds of formula (I-2), or any preferred embodiment of compounds of formula (I-2), wherein R4 is C1-C2 alkyl; preferably R4 is ethyl.

[0123] A preferred group of compounds according to this embodiment are compounds of formula (I-2e), which are compounds of formula (I-2), or any preferred embodiment of compounds of formula (I-2), wherein A is N.

[0124] Another group of preferred compounds according to this embodiment are compounds of formula (I-2f), which are compounds of formula (I-2), or any preferred embodiment of compounds of formula (I-2), wherein A is CH.

[0125] A preferred group of compounds according to this embodiment are compounds of formula (I-2g), which are compounds of formula (I-2), or any preferred embodiment of compounds of formula (I-2), wherein G2 is N and G1 is CH.

[0126] Another group of preferred compounds according to this embodiment are compounds of formula (I-2h), which are compounds of formula (I-2), or any preferred embodiment of compounds of formula (I-2), wherein G2 and G1 are both CH.

[0127] Another group of preferred compounds according to this embodiment are compounds of formula (I-2i), which are compounds of formula (I-2), or any preferred embodiment of compounds of formula (I-2), wherein G2 is CH and G1 is N.

[0128] Another group of compounds according to the invention are those having the formula I-3

[0129]

[0130] wherein G1, G2, R1, R2, R3, A, X, R4, and R5 are as defined above under formula I, or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide thereof; and wherein: R5 is preferably H; or

[0131] R5 is a five- to six-membered aromatic ring system attached via a ring carbon atom to the ring containing substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1 or 2 ring nitrogen atoms; or

[0132] R5 is a five-membered aromatic ring system connected to the ring containing substituent A via a ring nitrogen atom, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1, 2 or 3 ring nitrogen atoms.

[0133] In a preferred group of compounds having formula I-3, R5 is preferably H; or

[0134] R5 is a six-membered aromatic ring system (selected from pyridyl and pyrimidinyl) linked via a ring carbon atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl; or

[0135] R5 is a five-membered aromatic ring system (selected from pyrazolyl, imidazolyl and triazolyl) connected via a ring nitrogen atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl.

[0136] In a more preferred group of compounds having formula I-3, R5 is preferably H, an N-attached pyrazolyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl, a C-attached pyrimidinyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl, or an N-attached triazolyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl; even more preferably, R5 is selected from the group consisting of: H, 3-chloro-pyrazol-1-yl, 3-trifluoromethyl-pyrazol-1-yl, pyrimidin-2-yl, 1,2,4-triazol-1-yl, 3-chloro-1,2,4-triazol-1-yl, and 3-trifluoromethyl-1,2,4-triazol-1-yl.

[0137] A preferred group of compounds according to this embodiment is a compound having formula (I-3a), which is a compound having formula (I-3), or any preferred embodiment of a compound having formula (I-3), wherein R1 is C1-C4 alkyl or C1-C4 haloalkyl; preferably R1 is CH3 or CF3; more preferably R1 is CF3.

[0138] Another group of preferred compounds according to this embodiment are compounds of formula (I-3b), which are compounds of formula (I-3), or any preferred embodiment of compounds of formula (I-3), wherein: R2 is H, C1-C4 alkyl, cyclopropyl, C1-C4 haloalkyl, C(O)R3 or cyano; and wherein R3 is C1-C4 alkyl; preferably R3 is methyl;

[0139] More preferably, R2 is H, cyano, COCH3, cyclopropyl, methyl, ethyl, trifluoroethyl or trifluoromethyl; more preferably, R2 is H, cyano, methyl, ethyl, cyclopropyl or 2,2,2-trifluoroethyl

[0140] Another group of preferred compounds according to this embodiment are compounds of formula (I-3c), which are compounds of formula (I-3), or any preferred embodiment of compounds of formula (I-3), wherein X is S or SO2, preferably SO2.

[0141] Another group of preferred compounds according to this embodiment are compounds of formula (I-3d), which are compounds of formula (I-3), or any preferred embodiment of compounds of formula (I-3), wherein R4 is C1-C2 alkyl; preferably R4 is ethyl.

[0142] A preferred group of compounds according to this embodiment are compounds of formula (I-3e), which are compounds of formula (I-3), or any preferred embodiment of compounds of formula (I-3), wherein A is N.

[0143] Another group of preferred compounds according to this embodiment are compounds of formula (I-3f), which are compounds of formula (I-3), or any preferred embodiment of compounds of formula (I-3), wherein A is CH.

[0144] A preferred group of compounds according to this embodiment are compounds of formula (I-3g), which are compounds of formula (I-3), or any preferred embodiment of compounds of formula (I-3), wherein G2 is N and G1 is CH.

[0145] Another group of preferred compounds according to this embodiment are compounds of formula (I-3h), which are compounds of formula (I-3), or any preferred embodiment of compounds of formula (I-3), wherein G2 and G1 are both CH.

[0146] Another group of preferred compounds according to this embodiment are compounds of formula (I-3i), which are compounds of formula (I-3), or any preferred embodiment of compounds of formula (I-3), wherein G2 is CH and G1 is N.

[0147] Another group of compounds according to the invention are those having the formula I-4

[0148]

[0149] Among them, G1, G2, R1, R2, R3, A, X, R4, R6, R7, R8, R9, R 10 、R 11 , and R 12 is as defined above under formula I, or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide thereof; and wherein:

[0150] R6 is preferably C3-C6 cycloalkyl, C3-C6 cycloalkyl monosubstituted by cyano, C1-C6 haloalkoxy, C1-C6 alkoxy substituted by cyano, -N=S(O)R7R8, -N(R9)COR 10 or 2-pyridyloxy; or

[0151] R6 is a five- to six-membered aromatic ring system attached to the ring containing substituent A via a ring carbon atom, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1 or 2 ring nitrogen atoms; or

[0152] R6 is a five-membered aromatic ring system connected to the ring containing substituent A via a ring nitrogen atom, the ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and the ring system containing 1, 2 or 3 ring nitrogen atoms.

[0153] In a preferred group of compounds having formula I-4, R6 is preferably cyclopropyl, cyanocyclopropyl, C1-C4 haloalkoxy, C1-C4 alkoxy substituted by cyano, -N=S(O)(CH3)2, -N(CH3)COCH3 or 2-pyridyloxy;

[0154] Most preferably, R6 is cyclopropyl, cyanocyclopropyl, -OCH2CF3, -OCH2CF2CH3, C1-C3 alkoxy monosubstituted by cyano, -N=S(O)(CH3)2, -N(CH3)COCH3 or 2-pyridyloxy; or

[0155] R6 is a six-membered aromatic ring system (selected from pyridyl and pyrimidinyl) linked via a ring carbon atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; or

[0156] R6 is a five-membered aromatic ring system (selected from pyrazolyl, imidazolyl and triazolyl) connected via a ring nitrogen atom to the ring containing substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl.

[0157] In a more preferred group of compounds of formula I-4, R6 is preferably cyclopropyl, cyanocyclopropyl, trifluoroethoxy, difluoropropoxy, cyanoisopropoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, N-attached pyrazolyl which is unsubstituted or may be monosubstituted by chlorine, cyano or trifluoromethyl, or C-attached pyrimidinyl which is unsubstituted or may be monosubstituted by chlorine, cyano or trifluoromethyl; even more preferably, R6 is selected from The following group consists of: cyclopropyl, 1-cyanocyclopropyl, 2,2,2-trifluoroethoxy, 2,2-difluoropropoxy, 1-cyano-1-methyl-ethoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, pyrimidin-2-yl, 4-trifluoromethyl-pyrimidin-2-yl, 5-cyano-pyrimidin-2-yl, 5-chloro-pyrimidin-2-yl, 3-chloro-pyrazol-1-yl, and 3-trifluoromethyl-pyrazol-1-yl.

[0158] A preferred group of compounds according to this embodiment is a compound having formula (I-4a), which is a compound having formula (I-4), or any preferred embodiment of a compound having formula (I-4), wherein R1 is C1-C4 alkyl or C1-C4 haloalkyl; preferably R1 is CH3 or CF3; more preferably R1 is CF3.

[0159] Another group of preferred compounds according to this embodiment are compounds of formula (I-4b), which are compounds of formula (I-4), or any preferred embodiment of compounds of formula (I-4), wherein: R2 is H, C1-C4 alkyl, cyclopropyl, C1-C4 haloalkyl, C(O)R3 or cyano; and wherein R3 is C1-C4 alkyl; preferably R3 is methyl;

[0160] More preferably, R2 is H, cyano, COCH3, cyclopropyl, methyl, ethyl, trifluoroethyl or trifluoromethyl; more preferably, R2 is H, cyano, methyl, ethyl, cyclopropyl or 2,2,2-trifluoroethyl

[0161] Another group of preferred compounds according to this embodiment are compounds of formula (I-4c), which are compounds of formula (I-4), or any preferred embodiment of compounds of formula (I-4), wherein X is S or SO2, preferably SO2.

[0162] Another group of preferred compounds according to this embodiment are compounds of formula (I-4d), which are compounds of formula (I-2), or any preferred embodiment of compounds of formula (I-4), wherein R4 is C1-C2 alkyl; preferably R4 is ethyl.

[0163] A preferred group of compounds according to this embodiment are compounds of formula (I-4e), which are compounds of formula (I-4), or any preferred embodiment of compounds of formula (I-4), wherein A is N.

[0164] Another group of preferred compounds according to this embodiment are compounds of formula (I-4f), which are compounds of formula (I-4), or any preferred embodiment of compounds of formula (I-4), wherein A is CH.

[0165] A preferred group of compounds according to this embodiment are compounds of formula (I-4g), which are compounds of formula (I-4), or any preferred embodiment of compounds of formula (I-4), wherein G2 is N and G1 is CH.

[0166] Another group of preferred compounds according to this embodiment are compounds of formula (I-4h), which are compounds of formula (I-4), or any preferred embodiment of compounds of formula (I-4), wherein G2 and G1 are both CH.

[0167] Another group of preferred compounds according to this embodiment are compounds of formula (I-4i), which are compounds of formula (I-4), or any preferred embodiment of compounds of formula (I-4), wherein G2 is CH and G1 is N.

[0168] Another group of compounds according to the present invention are those having the formula I-5

[0169]

[0170] wherein R1, R2, R3, A, X, R4, and R5 are as defined above under formula I, or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide thereof; and wherein: R5 is preferably H; or

[0171] R5 is a five- to six-membered aromatic ring system attached via a ring carbon atom to the ring containing substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1 or 2 ring nitrogen atoms; or

[0172] R5 is a five-membered aromatic ring system connected to the ring containing substituent A via a ring nitrogen atom, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1, 2 or 3 ring nitrogen atoms.

[0173] In a preferred group of compounds having formula I-5, R5 is preferably H; or

[0174] R5 is a six-membered aromatic ring system (selected from pyridyl and pyrimidinyl) linked via a ring carbon atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl; or

[0175] R5 is a five-membered aromatic ring system (selected from pyrazolyl, imidazolyl and triazolyl) connected via a ring nitrogen atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl.

[0176] In a more preferred group of compounds having formula I-5, R5 is preferably H, an N-attached pyrazolyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl, a C-attached pyrimidinyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl, or an N-attached triazolyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl; even more preferably, R5 is selected from the group consisting of: H, 3-chloro-pyrazol-1-yl, 3-trifluoromethyl-pyrazol-1-yl, pyrimidin-2-yl, 1,2,4-triazol-1-yl, 3-chloro-1,2,4-triazol-1-yl, and 3-trifluoromethyl-1,2,4-triazol-1-yl.

[0177] A preferred group of compounds according to this embodiment is a compound having formula (I-5a), which is a compound having formula (I-5), or any preferred embodiment of a compound having formula (I-5), wherein R1 is C1-C4 alkyl or C1-C4 haloalkyl; preferably R1 is CH3 or CF3; more preferably R1 is CF3.

[0178] Another group of preferred compounds according to this embodiment are compounds of formula (I-5b), which are compounds of formula (I-5), or any preferred embodiment of compounds of formula (I-5), wherein: R2 is H, C1-C4 alkyl, cyclopropyl, C1-C4 haloalkyl, C(O)R3 or cyano; and wherein R3 is C1-C4 alkyl; preferably R3 is methyl;

[0179] More preferably, R2 is H, cyano, COCH3, cyclopropyl, methyl, ethyl, trifluoroethyl or trifluoromethyl; more preferably, R2 is H, cyano, methyl, ethyl, cyclopropyl or 2,2,2-trifluoroethyl

[0180] Another group of preferred compounds according to this embodiment are compounds of formula (I-5c), which are compounds of formula (I-5), or any preferred embodiment of compounds of formula (I-5), wherein X is S or SO2, preferably SO2.

[0181] Another group of preferred compounds according to this embodiment are compounds of formula (I-5d), which are compounds of formula (I-5), or any preferred embodiment of compounds of formula (I-5), wherein R4 is C1-C2 alkyl; preferably R4 is ethyl.

[0182] A preferred group of compounds according to this embodiment are compounds of formula (I-5e), which are compounds of formula (I-5), or any preferred embodiment of compounds of formula (I-5), wherein A is N.

[0183] Another group of preferred compounds according to this embodiment are compounds of formula (I-5f), which are compounds of formula (I-5), or any preferred embodiment of compounds of formula (I-5), wherein A is CH.

[0184] Another group of compounds according to the present invention are those having the formula I-6

[0185]

[0186] Among them, R1, R2, R3, A, X, R4, R6, R7, R8, R9, R 10 、R 11 , and R 12 is as defined above under formula I, or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide thereof; and wherein:

[0187] R6 is preferably C3-C6 cycloalkyl, C3-C6 cycloalkyl monosubstituted by cyano, C1-C6 haloalkoxy, C1-C6 alkoxy substituted by cyano, -N=S(O)R7R8, -N(R9)COR 10 or 2-pyridyloxy; or

[0188] R6 is a five- to six-membered aromatic ring system attached to the ring containing substituent A via a ring carbon atom, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1 or 2 ring nitrogen atoms; or

[0189] R6 is a five-membered aromatic ring system connected to the ring containing substituent A via a ring nitrogen atom, the ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and the ring system containing 1, 2 or 3 ring nitrogen atoms.

[0190] In a preferred group of compounds having formula I-6, R6 is preferably cyclopropyl, cyanocyclopropyl, C1-C4 haloalkoxy, C1-C4 alkoxy substituted by cyano, -N=S(O)(CH3)2, -N(CH3)COCH3 or 2-pyridyloxy;

[0191] Most preferably, R6 is cyclopropyl, cyanocyclopropyl, -OCH2CF3, -OCH2CF2CH3, C1-C3 alkoxy monosubstituted by cyano, -N=S(O)(CH3)2, -N(CH3)COCH3 or 2-pyridyloxy; or

[0192] R6 is a six-membered aromatic ring system (selected from pyridyl and pyrimidinyl) linked via a ring carbon atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; or

[0193] R6 is a five-membered aromatic ring system (selected from pyrazolyl, imidazolyl and triazolyl) connected via a ring nitrogen atom to the ring containing substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl.

[0194] In a more preferred group of compounds of formula I-6, R6 is preferably cyclopropyl, cyanocyclopropyl, trifluoroethoxy, difluoropropoxy, cyanoisopropoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, N-attached pyrazolyl which is unsubstituted or may be monosubstituted by chlorine, cyano or trifluoromethyl, or C-attached pyrimidinyl which is unsubstituted or may be monosubstituted by chlorine, cyano or trifluoromethyl; even more preferably, R6 is selected from The following group consists of: cyclopropyl, 1-cyanocyclopropyl, 2,2,2-trifluoroethoxy, 2,2-difluoropropoxy, 1-cyano-1-methyl-ethoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, pyrimidin-2-yl, 4-trifluoromethyl-pyrimidin-2-yl, 5-cyano-pyrimidin-2-yl, 5-chloro-pyrimidin-2-yl, 3-chloro-pyrazol-1-yl, and 3-trifluoromethyl-pyrazol-1-yl.

[0195] A preferred group of compounds according to this embodiment is a compound having formula (I-6a), which is a compound having formula (I-6), or any preferred embodiment of a compound having formula (I-6), wherein R1 is C1-C4 alkyl or C1-C4 haloalkyl; preferably R1 is CH3 or CF3; more preferably R1 is CF3.

[0196] Another group of preferred compounds according to this embodiment are compounds of formula (I-6b), which are compounds of formula (I-6), or any preferred embodiment of compounds of formula (I-6), wherein: R2 is H, C1-C4 alkyl, cyclopropyl, C1-C4 haloalkyl, C(O)R3 or cyano; and wherein R3 is C1-C4 alkyl; preferably R3 is methyl;

[0197] More preferably, R2 is H, cyano, COCH3, cyclopropyl, methyl, ethyl, trifluoroethyl or trifluoromethyl; more preferably, R2 is H, cyano, methyl, ethyl, cyclopropyl or 2,2,2-trifluoroethyl

[0198] Another group of preferred compounds according to this embodiment are compounds of formula (I-6c), which are compounds of formula (I-6), or any preferred embodiment of compounds of formula (I-6), wherein X is S or SO2, preferably SO2.

[0199] Another group of preferred compounds according to this embodiment are compounds having formula (I-6d), which are compounds having formula (I-6), or any preferred embodiment of compounds having formula (I-6), wherein R4 is C1-C2 alkyl; preferably R4 is ethyl.

[0200] A preferred group of compounds according to this embodiment are compounds of formula (I-6e), which are compounds of formula (I-6), or any preferred embodiment of compounds of formula (I-6), wherein A is N.

[0201] Another group of preferred compounds according to this embodiment are compounds of formula (I-6f), which are compounds of formula (I-6), or any preferred embodiment of compounds of formula (I-6), wherein A is CH.

[0202] Another group of compounds according to the present invention are those having the formula I-7

[0203]

[0204] wherein R1, R2, R3, A, X, R4, and R5 are as defined above under formula I, or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide thereof; and wherein: R5 is preferably H; or

[0205] R5 is a five- to six-membered aromatic ring system attached via a ring carbon atom to the ring containing substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1 or 2 ring nitrogen atoms; or

[0206] R5 is a five-membered aromatic ring system connected to the ring containing substituent A via a ring nitrogen atom, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1, 2 or 3 ring nitrogen atoms.

[0207] In a preferred group of compounds having formula I-7, R5 is preferably H; or

[0208] R5 is a six-membered aromatic ring system (selected from pyridyl and pyrimidinyl) linked via a ring carbon atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl; or

[0209] R5 is a five-membered aromatic ring system (selected from pyrazolyl, imidazolyl and triazolyl) connected via a ring nitrogen atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl.

[0210] In a more preferred group of compounds having formula I-7, R5 is preferably H, an N-attached pyrazolyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl, a C-attached pyrimidinyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl, or an N-attached triazolyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl; even more preferably, R5 is selected from the group consisting of: H, 3-chloro-pyrazol-1-yl, 3-trifluoromethyl-pyrazol-1-yl, pyrimidin-2-yl, 1,2,4-triazol-1-yl, 3-chloro-1,2,4-triazol-1-yl, and 3-trifluoromethyl-1,2,4-triazol-1-yl.

[0211] A preferred group of compounds according to this embodiment is a compound having formula (I-7a), which is a compound having formula (I-7), or any preferred embodiment of a compound having formula (I-7), wherein R1 is C1-C4 alkyl or C1-C4 haloalkyl; preferably R1 is CH3 or CF3; more preferably R1 is CF3.

[0212] Another group of preferred compounds according to this embodiment are compounds of formula (I-7b), which are compounds of formula (I-7), or any preferred embodiment of compounds of formula (I-7), wherein: R2 is H, C1-C4 alkyl, cyclopropyl, C1-C4 haloalkyl, C(O)R3 or cyano; and wherein R3 is C1-C4 alkyl; preferably R3 is methyl;

[0213] More preferably, R2 is H, cyano, COCH3, cyclopropyl, methyl, ethyl, trifluoroethyl or trifluoromethyl; more preferably, R2 is H, cyano, methyl, ethyl, cyclopropyl or 2,2,2-trifluoroethyl

[0214] Another group of preferred compounds according to this embodiment are compounds of formula (I-7c), which are compounds of formula (I-7), or any preferred embodiment of compounds of formula (I-7), wherein X is S or SO2, preferably SO2.

[0215] Another group of preferred compounds according to this embodiment are compounds having formula (I-7d), which are compounds having formula (I-7), or any preferred embodiment of compounds having formula (I-7), wherein R4 is C1-C2 alkyl; preferably R4 is ethyl.

[0216] A preferred group of compounds according to this embodiment are compounds of formula (I-7e), which are compounds of formula (I-7), or any preferred embodiment of compounds of formula (I-7), wherein A is N.

[0217] Another group of preferred compounds according to this embodiment are compounds of formula (I-7f), which are compounds of formula (I-7), or any preferred embodiment of compounds of formula (I-7), wherein A is CH.

[0218] Another group of compounds according to the present invention are those having the formula I-8

[0219]

[0220] Among them, R1, R2, R3, A, X, R4, R6, R7, R8, R9, R 10 、R 11 , and R 12 is as defined above under formula I, or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide thereof; and wherein:

[0221] R6 is preferably C3-C6 cycloalkyl, C3-C6 cycloalkyl monosubstituted by cyano, C1-C6 haloalkoxy, C1-C6 alkoxy substituted by cyano, -N=S(O)R7R8, -N(R9)COR 10 or 2-pyridyloxy; or

[0222] R6 is a five- to six-membered aromatic ring system attached to the ring containing substituent A via a ring carbon atom, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1 or 2 ring nitrogen atoms; or

[0223] R6 is a five-membered aromatic ring system connected to the ring containing substituent A via a ring nitrogen atom, the ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and the ring system containing 1, 2 or 3 ring nitrogen atoms.

[0224] In a preferred group of compounds having formula I-8, R6 is preferably cyclopropyl, cyanocyclopropyl, C1-C4 haloalkoxy, C1-C4 alkoxy substituted by cyano, -N=S(O)(CH3)2, -N(CH3)COCH3 or 2-pyridyloxy;

[0225] Most preferably, R6 is cyclopropyl, cyanocyclopropyl, -OCH2CF3, -OCH2CF2CH3, C1-C3 alkoxy monosubstituted by cyano, -N=S(O)(CH3)2, -N(CH3)COCH3 or 2-pyridyloxy; or

[0226] R6 is a six-membered aromatic ring system (selected from pyridyl and pyrimidinyl) linked via a ring carbon atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; or

[0227] R6 is a five-membered aromatic ring system (selected from pyrazolyl, imidazolyl and triazolyl) connected via a ring nitrogen atom to the ring containing substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl.

[0228] In a more preferred group of compounds of formula I-8, R6 is preferably cyclopropyl, cyanocyclopropyl, trifluoroethoxy, difluoropropoxy, cyanoisopropoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, N-attached pyrazolyl which is unsubstituted or may be monosubstituted by chlorine, cyano or trifluoromethyl, or C-attached pyrimidinyl which is unsubstituted or may be monosubstituted by chlorine, cyano or trifluoromethyl; even more preferably, R6 is selected from The following group consists of: cyclopropyl, 1-cyanocyclopropyl, 2,2,2-trifluoroethoxy, 2,2-difluoropropoxy, 1-cyano-1-methyl-ethoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, pyrimidin-2-yl, 4-trifluoromethyl-pyrimidin-2-yl, 5-cyano-pyrimidin-2-yl, 5-chloro-pyrimidin-2-yl, 3-chloro-pyrazol-1-yl, and 3-trifluoromethyl-pyrazol-1-yl.

[0229] A preferred group of compounds according to this embodiment is a compound having formula (I-8a), which is a compound having formula (I-8), or any preferred embodiment of a compound having formula (I-8), wherein R1 is C1-C4 alkyl or C1-C4 haloalkyl; preferably R1 is CH3 or CF3; more preferably R1 is CF3.

[0230] Another group of preferred compounds according to this embodiment are compounds of formula (I-8b), which are compounds of formula (I-8), or any preferred embodiment of compounds of formula (I-8), wherein: R2 is H, C1-C4 alkyl, cyclopropyl, C1-C4 haloalkyl, C(O)R3 or cyano; and wherein R3 is C1-C4 alkyl; preferably R3 is methyl;

[0231] More preferably, R2 is H, cyano, COCH3, cyclopropyl, methyl, ethyl, trifluoroethyl or trifluoromethyl; more preferably, R2 is H, cyano, methyl, ethyl, cyclopropyl or 2,2,2-trifluoroethyl.

[0232] Another group of preferred compounds according to this embodiment are compounds of formula (I-8c), which are compounds of formula (I-8), or any preferred embodiment of compounds of formula (I-8), wherein X is S or SO2, preferably SO2.

[0233] Another group of preferred compounds according to this embodiment are compounds having formula (I-8d), which are compounds having formula (I-8), or any preferred embodiment of compounds having formula (I-8), wherein R4 is C1-C2 alkyl; preferably R4 is ethyl.

[0234] A preferred group of compounds according to this embodiment are compounds of formula (I-8e), which are compounds of formula (I-8), or any preferred embodiment of compounds of formula (I-8), wherein A is N.

[0235] Another group of preferred compounds according to this embodiment are compounds of formula (I-8f), which are compounds of formula (I-8), or any preferred embodiment of compounds of formula (I-8), wherein A is CH.

[0236] An outstanding group of compounds according to the invention are those having formula (I-9)

[0237]

[0238] wherein R2 is as defined above under formula I and Q is a group selected from the group consisting of: formula Qa1 and Qb1

[0239]

[0240] wherein arrows indicate points of attachment to carbon atoms of the bicyclic ring;

[0241] and wherein A, R5 and R6 are as defined above under Formula I, or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide thereof; and wherein:

[0242] R2 is preferably H, C1-C4 alkyl, cyclopropyl, C1-C4 haloalkyl, C(O)R3 or cyano; and wherein R3 is C1-C4 alkyl; preferably R3 is methyl.

[0243] In a preferred group of compounds having formula 1-9, A is N.

[0244] In another preferred group of compounds having formula I-9, R2 is H, cyano, COCH3, cyclopropyl, methyl, ethyl, trifluoroethyl or trifluoromethyl; more preferably R2 is H, cyano, methyl, ethyl, cyclopropyl or 2,2,2-trifluoroethyl; even more preferably R2 is H, methyl, ethyl, cyclopropyl or 2,2,2-trifluoroethyl.

[0245] In a particularly preferred group of compounds having formula 1-9, R2 is H, ethyl, cyclopropyl or 2,2,2-trifluoroethyl; even more preferably R2 is H or ethyl.

[0246] A preferred group of compounds according to this embodiment are compounds of formula (I-9a), which are compounds of formula (I-9), or any preferred embodiment of compounds of formula (I-9), wherein Q is Qa1.

[0247] Another group of preferred compounds according to this embodiment are compounds of formula (I-9b), which are compounds of formula (I-9), or any preferred embodiment of compounds of formula (I-9), wherein Q is Qb1.

[0248] In a preferred group of compounds having formula (I-9a), R5 is preferably H; or

[0249] R5 is a five- to six-membered aromatic ring system attached via a ring carbon atom to the ring containing substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1 or 2 ring nitrogen atoms; or

[0250] R5 is a five-membered aromatic ring system connected to the ring containing substituent A via a ring nitrogen atom, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1, 2 or 3 ring nitrogen atoms.

[0251] In a more preferred group of compounds having formula (I-9a), R5 is preferably H; or

[0252] R5 is a six-membered aromatic ring system (selected from pyridyl and pyrimidinyl) linked via a ring carbon atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl; or

[0253] R5 is a five-membered aromatic ring system (selected from pyrazolyl, imidazolyl and triazolyl) connected via a ring nitrogen atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl.

[0254] In a particularly preferred group of compounds having formula (I-9a), R5 is preferably H, an N-linked pyrazolyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl, a C-linked pyrimidinyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl, or an N-linked triazolyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl; even more preferably, R5 is selected from the group consisting of: H, 3-chloro-pyrazol-1-yl, 3-trifluoromethyl-pyrazol-1-yl, pyrimidin-2-yl, 1,2,4-triazol-1-yl, 3-chloro-1,2,4-triazol-1-yl, and 3-trifluoromethyl-1,2,4-triazol-1-yl.

[0255] In an outstanding group of compounds having formula (I-9a), R5 is preferably H, unsubstituted C-linked pyrimidinyl or unsubstituted or N-linked triazolyl which may be monosubstituted by chloro or trifluoromethyl; more preferably, R5 is selected from the group consisting of: H, pyrimidin-2-yl, 1,2,4-triazol-1-yl, 3-chloro-1,2,4-triazol-1-yl, and 3-trifluoromethyl-1,2,4-triazol-1-yl; even more preferably, R5 is selected from the group consisting of: H, pyrimidin-2-yl and 1,2,4-triazol-1-yl.

[0256] In a preferred group of compounds of formula (I-9b), R6 is preferably C3-C6 cycloalkyl, C3-C6 cycloalkyl monosubstituted by cyano, C1-C6 haloalkoxy, C1-C6 alkoxy substituted by cyano, -N=S(O)R7R8 (wherein R7 and R8 are independently C1-C4 alkyl), -N(R9)COR 10 (where R9 and R 10 are independently C1-C4 alkyl), or 2-pyridyloxy; or

[0257] R6 is a five- to six-membered aromatic ring system attached to the ring containing substituent A via a ring carbon atom, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1 or 2 ring nitrogen atoms; or

[0258] R6 is a five-membered aromatic ring system connected to the ring containing substituent A via a ring nitrogen atom, the ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and the ring system containing 1, 2 or 3 ring nitrogen atoms.

[0259] In a more preferred group of compounds having formula (I-9b), R6 is preferably cyclopropyl, cyanocyclopropyl, C1-C4 haloalkoxy, C1-C4 alkoxy substituted by cyano, -N=S(O)(CH3)2, -N(CH3)COCH3 or 2-pyridyloxy;

[0260] Most preferably, R6 is cyclopropyl, cyanocyclopropyl, -OCH2CF3, -OCH2CF2CH3, C1-C3 alkoxy monosubstituted by cyano, -N=S(O)(CH3)2, -N(CH3)COCH3 or 2-pyridyloxy; or

[0261] R6 is a six-membered aromatic ring system (selected from pyridyl and pyrimidinyl) linked via a ring carbon atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; or

[0262] R6 is a five-membered aromatic ring system (selected from pyrazolyl, imidazolyl and triazolyl) connected via a ring nitrogen atom to the ring containing substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl.

[0263] In a particularly preferred group of compounds of formula (I-9b), R6 is preferably cyclopropyl, cyanocyclopropyl, trifluoroethoxy, difluoropropoxy, cyanoisopropoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, unsubstituted or N-linked pyrazolyl which may be monosubstituted by chlorine, cyano or trifluoromethyl, or unsubstituted or C-linked pyrimidinyl which may be monosubstituted by chlorine, cyano or trifluoromethyl; even more preferably, R6 is The group consisting of: cyclopropyl, 1-cyanocyclopropyl, 2,2,2-trifluoroethoxy, 2,2-difluoropropoxy, 1-cyano-1-methyl-ethoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, pyrimidin-2-yl, 4-trifluoromethyl-pyrimidin-2-yl, 5-cyano-pyrimidin-2-yl, 5-chloro-pyrimidin-2-yl, 3-chloro-pyrazol-1-yl, and 3-trifluoromethyl-pyrazol-1-yl.

[0264] In another particularly preferred group of compounds having formula (I-9b), R6 is preferably cyclopropyl, cyanocyclopropyl, trifluoroethoxy, difluoropropoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, unsubstituted or N-attached pyrazolyl which may be monosubstituted by chlorine or trifluoromethyl, or unsubstituted or C-attached pyrimidinyl which may be monosubstituted by chlorine, cyano or trifluoromethyl; more preferably R6 is selected from the group consisting of cyclopropyl, 1-cyanocyclopropyl, 2,2,2-trifluoroethoxy, 2,2-difluoropropoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, pyrimidin-2-yl, 4-trifluoromethyl-pyrimidin-2-yl, 5-cyano-pyrimidin-2-yl, 5-chloro-pyrimidin-2-yl, 3-chloro-pyrazol-1-yl, and 3-trifluoromethyl-pyrazol-1-yl; even more preferably, R6 is selected from the group consisting of cyclopropyl, 1-cyanocyclopropyl, 2,2,2-trifluoroethoxy, 2,2-difluoropropoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, pyrimidin-2-yl, 4-trifluoromethyl-pyrimidin-2-yl, 5-chloro-pyrimidin-2-yl, 3-chloro-pyrazol-1-yl, and 3-trifluoromethyl-pyrazol-1-yl.

[0265] A preferred group of compounds according to this embodiment are compounds of formula (I-9c), which are compounds of formula (I-9), or any preferred embodiment of compounds of formula (I-9), wherein A is N.

[0266] Another group of preferred compounds according to this embodiment are compounds of formula (I-9e), which are compounds of formula (I-9), or any preferred embodiment of compounds of formula (I-9), wherein A is CH.

[0267] Another group of compounds according to the invention are those having the formula I-10

[0268]

[0269] wherein R1, R2, R3, A, X, R4, and R5 are as defined above under formula I, or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide thereof; and wherein: R5 is preferably H; or

[0270] R5 is a five- to six-membered aromatic ring system attached via a ring carbon atom to the ring containing substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1 or 2 ring nitrogen atoms; or

[0271] R5 is a five-membered aromatic ring system connected to the ring containing substituent A via a ring nitrogen atom, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1, 2 or 3 ring nitrogen atoms.

[0272] In a preferred group of compounds having formula I-10, R5 is preferably H; or

[0273] R5 is a six-membered aromatic ring system (selected from pyridyl and pyrimidinyl) linked via a ring carbon atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl; or

[0274] R5 is a five-membered aromatic ring system (selected from pyrazolyl, imidazolyl and triazolyl) connected via a ring nitrogen atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl.

[0275] In a more preferred group of compounds having formula I-10, R5 is preferably H, an N-attached pyrazolyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl, a C-attached pyrimidinyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl, or an N-attached triazolyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl; even more preferably, R5 is selected from the group consisting of: H, 3-chloro-pyrazol-1-yl, 3-trifluoromethyl-pyrazol-1-yl, pyrimidin-2-yl, 1,2,4-triazol-1-yl, 3-chloro-1,2,4-triazol-1-yl, and 3-trifluoromethyl-1,2,4-triazol-1-yl.

[0276] A preferred group of compounds according to this embodiment is a compound having formula (I-10a), which is a compound having formula (I-10), or any preferred embodiment of a compound having formula (I-10), wherein R1 is C1-C4 alkyl or C1-C4 haloalkyl; preferably R1 is CH3 or CF3; more preferably R1 is CF3.

[0277] Another group of preferred compounds according to this embodiment are compounds of formula (I-10b), which are compounds of formula (I-10), or any preferred embodiment of compounds of formula (I-10), wherein: R2 is H, C1-C4 alkyl, cyclopropyl, C1-C4 haloalkyl, C(O)R3 or cyano; and wherein R3 is C1-C4 alkyl; preferably R3 is methyl;

[0278] More preferably, R2 is H, cyano, COCH3, cyclopropyl, methyl, ethyl, trifluoroethyl or trifluoromethyl; more preferably, R2 is H, cyano, methyl, ethyl, cyclopropyl or 2,2,2-trifluoroethyl

[0279] Another group of preferred compounds according to this embodiment are compounds of formula (I-10c), which are compounds of formula (I-10), or any preferred embodiment of compounds of formula (I-10), wherein X is S or SO2, preferably SO2.

[0280] Another group of preferred compounds according to this embodiment are compounds of formula (I-10d), which are compounds of formula (I-10), or any preferred embodiment of compounds of formula (I-10), wherein R4 is C1-C2 alkyl; preferably R4 is ethyl.

[0281] A preferred group of compounds according to this embodiment are compounds of formula (I-10e), which are compounds of formula (I-10), or any preferred embodiment of compounds of formula (I-10), wherein A is N.

[0282] Another group of preferred compounds according to this embodiment are compounds of formula (I-10f), which are compounds of formula (I-10), or any preferred embodiment of compounds of formula (I-10), wherein A is CH.

[0283] Another group of compounds according to the invention are those having the formula I-11

[0284]

[0285] Among them, R1, R2, R3, A, X, R4, R6, R7, R8, R9, R 10 、R 11 , and R 12is as defined above under formula I, or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide thereof; and wherein:

[0286] R6 is preferably C3-C6 cycloalkyl, C3-C6 cycloalkyl monosubstituted by cyano, C1-C6 haloalkoxy, C1-C6 alkoxy substituted by cyano, -N=S(O)R7R8, -N(R9)COR 10 or 2-pyridyloxy; or

[0287] R6 is a five- to six-membered aromatic ring system attached to the ring containing substituent A via a ring carbon atom, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1 or 2 ring nitrogen atoms; or

[0288] R6 is a five-membered aromatic ring system connected to the ring containing substituent A via a ring nitrogen atom, the ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and the ring system containing 1, 2 or 3 ring nitrogen atoms.

[0289] In a preferred group of compounds having formula I-11, R6 is preferably cyclopropyl, cyanocyclopropyl, C1-C4 haloalkoxy, C1-C4 alkoxy substituted by cyano, -N=S(O)(CH3)2, -N(CH3)COCH3 or 2-pyridyloxy;

[0290] Most preferably, R6 is cyclopropyl, cyanocyclopropyl, -OCH2CF3, -OCH2CF2CH3, C1-C3 alkoxy monosubstituted by cyano, -N=S(O)(CH3)2, -N(CH3)COCH3 or 2-pyridyloxy; or

[0291] R6 is a six-membered aromatic ring system (selected from pyridyl and pyrimidinyl) linked via a ring carbon atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; or

[0292] R6 is a five-membered aromatic ring system (selected from pyrazolyl, imidazolyl and triazolyl) connected via a ring nitrogen atom to the ring containing substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl.

[0293] In a more preferred group of compounds of formula I-11, R6 is preferably cyclopropyl, cyanocyclopropyl, trifluoroethoxy, difluoropropoxy, cyanoisopropoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, N-attached pyrazolyl which is unsubstituted or may be monosubstituted by chlorine, cyano or trifluoromethyl, or C-attached pyrimidinyl which is unsubstituted or may be monosubstituted by chlorine, cyano or trifluoromethyl; even more preferably, R6 is selected from The following group consists of: cyclopropyl, 1-cyanocyclopropyl, 2,2,2-trifluoroethoxy, 2,2-difluoropropoxy, 1-cyano-1-methyl-ethoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, pyrimidin-2-yl, 4-trifluoromethyl-pyrimidin-2-yl, 5-cyano-pyrimidin-2-yl, 5-chloro-pyrimidin-2-yl, 3-chloro-pyrazol-1-yl, and 3-trifluoromethyl-pyrazol-1-yl.

[0294] A preferred group of compounds according to this embodiment is a compound having formula (I-11a), which is a compound having formula (I-11), or any preferred embodiment of a compound having formula (I-11), wherein R1 is C1-C4 alkyl or C1-C4 haloalkyl; preferably R1 is CH3 or CF3; more preferably R1 is CF3.

[0295] Another group of preferred compounds according to this embodiment are compounds of formula (I-11b), which are compounds of formula (I-11), or any preferred embodiment of compounds of formula (I-11), wherein: R2 is H, C1-C4 alkyl, cyclopropyl, C1-C4 haloalkyl, C(O)R3 or cyano; and wherein R3 is C1-C4 alkyl; preferably R3 is methyl;

[0296] More preferably, R2 is H, cyano, COCH3, cyclopropyl, methyl, ethyl, trifluoroethyl or trifluoromethyl; more preferably, R2 is H, cyano, methyl, ethyl, cyclopropyl or 2,2,2-trifluoroethyl.

[0297] Another group of preferred compounds according to this embodiment are compounds of formula (I-11c), which are compounds of formula (I-11), or any preferred embodiment of compounds of formula (I-11), wherein X is S or SO2, preferably SO2.

[0298] Another group of preferred compounds according to this embodiment are compounds of formula (I-11d), which are compounds of formula (I-11), or any preferred embodiment of compounds of formula (I-11), wherein R4 is C1-C2 alkyl; preferably R4 is ethyl.

[0299] A preferred group of compounds according to this embodiment are compounds of formula (I-11e), which are compounds of formula (I-11), or any preferred embodiment of compounds of formula (I-11), wherein A is N.

[0300] Another group of preferred compounds according to this embodiment are compounds of formula (I-11f), which are compounds of formula (I-11), or any preferred embodiment of compounds of formula (I-11), wherein A is CH.

[0301] An outstanding group of compounds according to the invention are those having formula (I-12)

[0302]

[0303] wherein R2 is as defined above under formula I and Q is a group selected from the group consisting of: formula Qa1 and Qb1

[0304]

[0305] wherein arrows indicate points of attachment to carbon atoms of the bicyclic ring;

[0306] and wherein A, R5 and R6 are as defined above under Formula I, or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide thereof; and wherein:

[0307] R2 is preferably H, C1-C4 alkyl, cyclopropyl, C1-C4 haloalkyl, C(O)R3 or cyano; and wherein R3 is C1-C4 alkyl; preferably R3 is methyl.

[0308] In a preferred group of compounds having formula 1-12, A is N.

[0309] In another preferred group of compounds having formula I-12, R2 is H, cyano, COCH3, cyclopropyl, methyl, ethyl, trifluoroethyl or trifluoromethyl; more preferably R2 is H, cyano, methyl, ethyl, cyclopropyl or 2,2,2-trifluoroethyl; even more preferably R2 is H, methyl, ethyl, cyclopropyl or 2,2,2-trifluoroethyl.

[0310] In a particularly preferred group of compounds having formula 1-12, R2 is H, ethyl, cyclopropyl or 2,2,2-trifluoroethyl; even more preferably R2 is H or ethyl.

[0311] A preferred group of compounds according to this embodiment are compounds of formula (I-12a), which are compounds of formula (I-12), or any preferred embodiment of compounds of formula (I-12), wherein Q is Qa1.

[0312] Another group of preferred compounds according to this embodiment are compounds of formula (I-12b), which are compounds of formula (I-12), or any preferred embodiment of compounds of formula (I-12), wherein Q is Qb1.

[0313] In a preferred group of compounds having formula (I-12a), R5 is preferably H; or

[0314] R5 is a five- to six-membered aromatic ring system attached via a ring carbon atom to the ring containing substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1 or 2 ring nitrogen atoms; or

[0315] R5 is a five-membered aromatic ring system connected to the ring containing substituent A via a ring nitrogen atom, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1, 2 or 3 ring nitrogen atoms.

[0316] In a more preferred group of compounds having formula (I-12a), R5 is preferably H; or

[0317] R5 is a six-membered aromatic ring system (selected from pyridyl and pyrimidinyl) linked via a ring carbon atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl; or

[0318] R5 is a five-membered aromatic ring system (selected from pyrazolyl, imidazolyl and triazolyl) connected via a ring nitrogen atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl.

[0319] In a particularly preferred group of compounds having formula (I-12a), R5 is preferably H, an N-linked pyrazolyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl, a C-linked pyrimidinyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl, or an N-linked triazolyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl; even more preferably, R5 is selected from the group consisting of: H, 3-chloro-pyrazol-1-yl, 3-trifluoromethyl-pyrazol-1-yl, pyrimidin-2-yl, 1,2,4-triazol-1-yl, 3-chloro-1,2,4-triazol-1-yl, and 3-trifluoromethyl-1,2,4-triazol-1-yl.

[0320] In an outstanding group of compounds having formula (I-12a), R5 is preferably H, unsubstituted C-linked pyrimidinyl or unsubstituted or N-linked triazolyl which may be monosubstituted by chloro or trifluoromethyl; more preferably R5 is selected from the group consisting of: H, pyrimidin-2-yl, 1,2,4-triazol-1-yl, 3-chloro-1,2,4-triazol-1-yl, and 3-trifluoromethyl-1,2,4-triazol-1-yl; even more preferably R5 is selected from the group consisting of: H, pyrimidin-2-yl and 1,2,4-triazol-1-yl; and it is even further preferred when R5 is H.

[0321] In a preferred group of compounds of formula (I-12b), R6 is preferably C3-C6 cycloalkyl, C3-C6 cycloalkyl monosubstituted by cyano, C1-C6 haloalkoxy, C1-C6 alkoxy substituted by cyano, -N=S(O)R7R8 (wherein R7 and R8 are independently C1-C4 alkyl), -N(R9)COR 10 (where R9 and R 10 are independently C1-C4 alkyl), or 2-pyridyloxy; or

[0322] R6 is a five- to six-membered aromatic ring system attached to the ring containing substituent A via a ring carbon atom, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1 or 2 ring nitrogen atoms; or

[0323] R6 is a five-membered aromatic ring system connected to the ring containing substituent A via a ring nitrogen atom, the ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and the ring system containing 1, 2 or 3 ring nitrogen atoms.

[0324] In a more preferred group of compounds having formula (I-12b), R6 is preferably cyclopropyl, cyanocyclopropyl, C1-C4 haloalkoxy, C1-C4 alkoxy substituted by cyano, -N=S(O)(CH3)2, -N(CH3)COCH3 or 2-pyridyloxy;

[0325] Most preferably, R6 is cyclopropyl, cyanocyclopropyl, -OCH2CF3, -OCH2CF2CH3, C1-C3 alkoxy monosubstituted by cyano, -N=S(O)(CH3)2, -N(CH3)COCH3 or 2-pyridyloxy; or

[0326] R6 is a six-membered aromatic ring system (selected from pyridyl and pyrimidinyl) linked via a ring carbon atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; or

[0327] R6 is a five-membered aromatic ring system (selected from pyrazolyl, imidazolyl and triazolyl) connected via a ring nitrogen atom to the ring containing substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl.

[0328] In a particularly preferred group of compounds of formula (I-12b), R6 is preferably cyclopropyl, cyanocyclopropyl, trifluoroethoxy, difluoropropoxy, cyanoisopropoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, unsubstituted or N-linked pyrazolyl which may be monosubstituted by chlorine, cyano or trifluoromethyl, or unsubstituted or C-linked pyrimidinyl which may be monosubstituted by chlorine, cyano or trifluoromethyl; even more preferably, R6 is The group consisting of: cyclopropyl, 1-cyanocyclopropyl, 2,2,2-trifluoroethoxy, 2,2-difluoropropoxy, 1-cyano-1-methyl-ethoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, pyrimidin-2-yl, 4-trifluoromethyl-pyrimidin-2-yl, 5-cyano-pyrimidin-2-yl, 5-chloro-pyrimidin-2-yl, 3-chloro-pyrazol-1-yl, and 3-trifluoromethyl-pyrazol-1-yl.

[0329] In another particularly preferred group of compounds having formula (I-12b), R6 is preferably cyclopropyl, cyanocyclopropyl, trifluoroethoxy, difluoropropoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, unsubstituted or N-attached pyrazolyl which may be monosubstituted by chlorine or trifluoromethyl, or unsubstituted or C-attached pyrimidinyl which may be monosubstituted by chlorine, cyano or trifluoromethyl; more preferably R6 is selected from the group consisting of cyclopropyl, 1-cyanocyclopropyl, 2,2,2-trifluoroethoxy, 2,2-difluoropropoxy, -N=S(O)(CH3)2, -N(CH3)COCH3 , 2-pyridyloxy, pyrimidin-2-yl, 4-trifluoromethyl-pyrimidin-2-yl, 5-cyano-pyrimidin-2-yl, 5-chloro-pyrimidin-2-yl, 3-chloro-pyrazol-1-yl, and 3-trifluoromethyl-pyrazol-1-yl; even more preferably R6 is selected from the group consisting of: cyclopropyl, 1-cyanocyclopropyl, 2,2,2-trifluoroethoxy, 2,2-difluoropropoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, pyrimidin-2-yl, 4-trifluoromethyl-pyrimidin-2-yl, 5-chloro-pyrimidin-2-yl, 3-chloro-pyrazol-1-yl, and 3-trifluoromethyl-pyrazol-1-yl.

[0330] In another particularly preferred group of compounds having formula (I-12b), R6 is preferably cyanocyclopropyl; more preferably R6 is 1-cyanocyclopropyl.

[0331] A preferred group of compounds according to this embodiment are compounds of formula (I-12c), which are compounds of formula (I-12), or any preferred embodiment of compounds of formula (I-12), wherein A is N.

[0332] Another group of preferred compounds according to this embodiment are compounds of formula (I-12e), which are compounds of formula (I-12), or any preferred embodiment of compounds of formula (I-12), wherein A is CH.

[0333] Another outstanding group of compounds according to the invention are those having the formula (I-13)

[0334]

[0335] wherein R2 is as defined above under formula I and Q is a group selected from the group consisting of: formula Qa1 and Qb1

[0336]

[0337] wherein arrows indicate points of attachment to carbon atoms of the bicyclic ring;

[0338] and wherein A, R5 and R6 are as defined above under Formula I, or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide thereof; and wherein:

[0339] R2 is preferably H, C1-C4 alkyl, cyclopropyl, C1-C4 haloalkyl, C(O)R3 or cyano; and wherein R3 is C1-C4 alkyl; preferably R3 is methyl.

[0340] In a preferred group of compounds having formula 1-13, A is N.

[0341] In another preferred group of compounds having formula I-13, R2 is H, cyano, COCH3, cyclopropyl, methyl, ethyl, trifluoroethyl or trifluoromethyl; more preferably R2 is H, cyano, methyl, ethyl, cyclopropyl or 2,2,2-trifluoroethyl; even more preferably R2 is H, methyl, ethyl, cyclopropyl or 2,2,2-trifluoroethyl.

[0342] In a particularly preferred group of compounds having formula 1-13, R2 is H, ethyl, cyclopropyl or 2,2,2-trifluoroethyl; even more preferably R2 is H or ethyl.

[0343] One group of preferred compounds according to this embodiment are compounds of formula (I-13a), which are compounds of formula (I-13), or any preferred embodiment of compounds of formula (I-13), wherein Q is Qa1.

[0344] Another group of preferred compounds according to this embodiment are compounds of formula (I-13b), which are compounds of formula (I-13), or any preferred embodiment of compounds of formula (I-13), wherein Q is Qb1.

[0345] In a preferred group of compounds having formula (I-13a), R5 is preferably H; or

[0346] R5 is a five- to six-membered aromatic ring system attached via a ring carbon atom to the ring containing substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1 or 2 ring nitrogen atoms; or

[0347] R5 is a five-membered aromatic ring system connected to the ring containing substituent A via a ring nitrogen atom, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1, 2 or 3 ring nitrogen atoms.

[0348] In a more preferred group of compounds having formula (I-13a), R5 is preferably H; or

[0349] R5 is a six-membered aromatic ring system (selected from pyridyl and pyrimidinyl) linked via a ring carbon atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl; or

[0350] R5 is a five-membered aromatic ring system (selected from pyrazolyl, imidazolyl and triazolyl) connected via a ring nitrogen atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl.

[0351] In a particularly preferred group of compounds having formula (I-13a), R5 is preferably H, an N-linked pyrazolyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl, a C-linked pyrimidinyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl, or an N-linked triazolyl group which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl; even more preferably, R5 is selected from the group consisting of: H, 3-chloro-pyrazol-1-yl, 3-trifluoromethyl-pyrazol-1-yl, pyrimidin-2-yl, 1,2,4-triazol-1-yl, 3-chloro-1,2,4-triazol-1-yl, and 3-trifluoromethyl-1,2,4-triazol-1-yl.

[0352] In an outstanding group of compounds having formula (I-13a), R5 is preferably H, unsubstituted C-linked pyrimidinyl or unsubstituted or N-linked triazolyl which may be monosubstituted by chloro or trifluoromethyl; more preferably, R5 is selected from the group consisting of: H, pyrimidin-2-yl, 1,2,4-triazol-1-yl, 3-chloro-1,2,4-triazol-1-yl, and 3-trifluoromethyl-1,2,4-triazol-1-yl; even more preferably, R5 is selected from the group consisting of: H, pyrimidin-2-yl and 1,2,4-triazol-1-yl.

[0353] In another outstanding group of compounds having formula (I-13a), R5 is preferably H, or an N-linked triazole group which is unsubstituted or monosubstituted by chloro or trifluoromethyl; more preferably, R5 is selected from the group consisting of: H, 1,2,4-triazole-1-yl, 3-chloro-1,2,4-triazole-1-yl, and 3-trifluoromethyl-1,2,4-triazole-1-yl.

[0354] In a preferred group of compounds of formula (I-13b), R6 is preferably C3-C6 cycloalkyl, C3-C6 cycloalkyl monosubstituted by cyano, C1-C6 haloalkoxy, C1-C6 alkoxy substituted by cyano, -N=S(O)R7R8 (wherein R7 and R8 are independently C1-C4 alkyl), -N(R9)COR 10 (where R9 and R 10 are independently C1-C4 alkyl), or 2-pyridyloxy; or

[0355] R6 is a five- to six-membered aromatic ring system attached to the ring containing substituent A via a ring carbon atom, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and said ring system containing 1 or 2 ring nitrogen atoms; or

[0356] R6 is a five-membered aromatic ring system connected to the ring containing substituent A via a ring nitrogen atom, the ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; and the ring system containing 1, 2 or 3 ring nitrogen atoms.

[0357] In a more preferred group of compounds having formula (I-13b), R6 is preferably cyclopropyl, cyanocyclopropyl, C1-C4 haloalkoxy, C1-C4 alkoxy substituted by cyano, -N=S(O)(CH3)2, -N(CH3)COCH3 or 2-pyridyloxy;

[0358] Most preferably, R6 is cyclopropyl, cyanocyclopropyl, -OCH2CF3, -OCH2CF2CH3, C1-C3 alkoxy monosubstituted by cyano, -N=S(O)(CH3)2, -N(CH3)COCH3 or 2-pyridyloxy; or

[0359] R6 is a six-membered aromatic ring system (selected from pyridyl and pyrimidinyl) linked via a ring carbon atom to the ring containing the substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen, cyano and C1-C4 haloalkyl; or

[0360] R6 is a five-membered aromatic ring system (selected from pyrazolyl, imidazolyl and triazolyl) connected via a ring nitrogen atom to the ring containing substituent A, said ring system being unsubstituted or monosubstituted with a substituent selected from the group consisting of halogen and C1-C4 haloalkyl.

[0361] In a particularly preferred group of compounds of formula (I-13b), R6 is preferably cyclopropyl, cyanocyclopropyl, trifluoroethoxy, difluoropropoxy, cyanoisopropoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, unsubstituted or N-linked pyrazolyl which may be monosubstituted by chlorine, cyano or trifluoromethyl, or unsubstituted or C-linked pyrimidinyl which may be monosubstituted by chlorine, cyano or trifluoromethyl; even more preferably, R6 is The group consisting of: cyclopropyl, 1-cyanocyclopropyl, 2,2,2-trifluoroethoxy, 2,2-difluoropropoxy, 1-cyano-1-methyl-ethoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, pyrimidin-2-yl, 4-trifluoromethyl-pyrimidin-2-yl, 5-cyano-pyrimidin-2-yl, 5-chloro-pyrimidin-2-yl, 3-chloro-pyrazol-1-yl, and 3-trifluoromethyl-pyrazol-1-yl.

[0362] In another particularly preferred group of compounds having formula (I-13b), R6 is preferably cyclopropyl, cyanocyclopropyl, trifluoroethoxy, difluoropropoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, unsubstituted or N-linked pyrazolyl which may be monosubstituted by chlorine or trifluoromethyl, or unsubstituted or C-linked pyrimidinyl which may be monosubstituted by chlorine, cyano or trifluoromethyl; more preferably R6 is selected from the group consisting of cyclopropyl, 1-cyanocyclopropyl, 2,2,2-trifluoroethoxy, 2,2-difluoropropoxy, -N=S(O)(CH3)2, -N(CH3)COCH3 , 2-pyridyloxy, pyrimidin-2-yl, 4-trifluoromethyl-pyrimidin-2-yl, 5-cyano-pyrimidin-2-yl, 5-chloro-pyrimidin-2-yl, 3-chloro-pyrazol-1-yl, and 3-trifluoromethyl-pyrazol-1-yl; even more preferably R6 is selected from the group consisting of: cyclopropyl, 1-cyanocyclopropyl, 2,2,2-trifluoroethoxy, 2,2-difluoropropoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, pyrimidin-2-yl, 4-trifluoromethyl-pyrimidin-2-yl, 5-chloro-pyrimidin-2-yl, 3-chloro-pyrazol-1-yl, and 3-trifluoromethyl-pyrazol-1-yl.

[0363] In another particularly preferred group of compounds having formula (I-13b), R6 is preferably cyanocyclopropyl, 2-pyridyloxy, or a C-linked pyrimidinyl group which may be monosubstituted by cyano; more preferably R6 is 1-cyanocyclopropyl, 2-pyridyloxy or 5-cyano-pyrimidin-2-yl.

[0364] A preferred group of compounds according to this embodiment are compounds of formula (I-13c), which are compounds of formula (I-13), or any preferred embodiment of compounds of formula (I-13), wherein A is N.

[0365] Another group of preferred compounds according to this embodiment are compounds of formula (I-13e), which are compounds of formula (I-13), or any preferred embodiment of compounds of formula (I-13), wherein A is CH.

[0366] The compounds according to the present invention may have any number of benefits, including, among others, favorable levels of biological activity for protecting plants against insects or superior properties for use as agrochemical active ingredients (e.g., higher biological activity, favorable activity spectrum, increased safety, improved physico-chemical properties, or increased biodegradability or environmental profile). In particular, it has been unexpectedly discovered that certain compounds of formula (I) may exhibit favorable safety profiles relative to non-target arthropods, particularly pollinators such as honey bees, solitary bees, and bumblebees. Most particularly, relative to the Italian honey bee (Apis mellifera).

[0367] In another aspect, the present invention provides a composition comprising an insecticidal, acaricidal, nematicidal or molluscicidal effective amount of a compound of formula (I) as defined in any of Examples 1, 2 or 3 (above) or in any of the Examples under Compounds of Formula (I-1), (I-2), (I-3), (I-4), (I-5), (I-6), (I-7), (I-8), (I-9), (I-10), (I-11), (I-12) or (I-13), or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide thereof, and optionally, an adjuvant or diluent.

[0368] In another aspect, the present invention provides a method for combating and controlling insects, mites, nematodes or molluscs, which comprises applying to the pest, the locus of the pest or a plant susceptible to attack by the pest an insecticidal, acaricidal, nematicidal or molluscicidal effective amount of a compound of formula (I) as defined in any one of Examples 1, 2 or 3 (above) or in any one of the Examples under the compound of formula (I-1), (I-2), (I-3), (I-4), (I-5), (I-6), (I-7), (I-8), (I-9), (I-10), (I-11), (I-12) or (I-13) (above) or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide thereof, or a composition as defined above.

[0369] In yet another aspect, the present invention provides a method for protecting plant propagation material from attack by insects, acarids, nematodes or molluscs, which method comprises treating the propagation material or the locus where the propagation material is planted with a composition as defined above.

[0370] The process for preparing a compound of formula I according to the present invention is carried out by methods known to those skilled in the art. Compounds of formula I-a3, wherein X is SO and R1, R2, R4, R5, G1, G2, G3 and A are as defined above under formula I, can be prepared by oxidizing a compound of formula I-a2, wherein X is SO and R1, R2, R4, R5, G1, G2, G3 and A are as defined above under formula I. The reaction can be carried out with reagents such as peracids (e.g., peracetic acid or meta-chloroperbenzoic acid), or hydroperoxides (e.g., hydrogen peroxide or tert-butyl hydroperoxide), or inorganic oxidizing agents (e.g., monoperoxodisulfate or potassium permanganate). In a similar manner, compounds of formula I-a2 (wherein X is SO and R1, R2, R4, R5, G1, G2, G3 and A are as defined above under formula I) can be prepared by oxidizing compounds of formula I-a1 (wherein X is S and R1, R2, R4, R5, G1, G2, G3 and A are as defined above under formula I) under conditions similar to those described above. These reactions can be carried out in various organic or aqueous solvents compatible with these conditions at temperatures from below 0°C to the boiling point of the solvent system. Examples of solvents to be used in the reaction include aliphatic halogenated hydrocarbons such as dichloromethane and chloroform; alcohols such as methanol and ethanol; acetic acid; water; and mixtures thereof. Compounds of formula I-a1 can also be directly oxidized to compounds of formula I-a3 under conditions similar to those described above. The conversion of compounds of formula I-a1 to compounds of formula I-a2 and I-a3 is shown in Scheme 1.

[0371] Solution 1

[0372]

[0373] Compounds of formula I-aa3 (Scheme 2) wherein X is SO2 and R1, R2, R4, R6, G1, G2, G3 and A are as defined above under Formula I can be prepared from compounds of formula I-aa2, respectively compounds of formula I-aa1 wherein X is SO2 and R1, R2, R4, R6, G1, G2, G3 and A are as defined above under Formula I, by analogous procedures as described in Scheme 1 for the synthesis of compounds of formula I-a3.

[0374] Option 2

[0375]

[0376] Alternatively, compounds of formula I-a5 (wherein R1, G1, G2, G3 and Q are as defined above under formula I, and wherein R2 is H) can be prepared by the following manner (Scheme 3): reacting a sulfide compound of formula II (wherein R1, G1, G2, G3 and Q are as defined above under formula I)

[0377] Option 3

[0378]

[0379] The reaction is carried out with a suitable nitrogen source such as, for example, ammonia, ammonium carbamate or ammonium acetate (preferably ammonium carbamate) in the presence of a hypervalent iodine reagent such as diacetoxyiodobenzene PhI(OAc)2 in a solvent such as toluene, acetonitrile or an alcohol (preferably methanol, 2,2,2-trifluoroethanol or 2,2,3,3,4,4,5,5-octafluoropentan-1-ol, etc.) at a temperature between 0°C and 100°C, preferably at about room temperature, analogously to the description found, for example, in Chem. Commun. [Chemical Communications] 2017, 53, 348-351 (and references cited therein). Alternatively, a sulfoxide compound of formula III (wherein R1, G1, G2, G3 and Q are as defined above under formula I) can be reacted with sodium azide or trimethylsilyl azide in the presence of an acid catalyst (such as sulfuric acid, trifluoroacetic acid, methanesulfonic acid, Eaton's reagent, etc.) at a temperature between 0° C. and 100° C. and in a solvent (such as a halogenated solvent such as toluene, dichloromethane, chloroform, etc.) to form a compound of formula I-a5, wherein R1, G1, G2, G3 and Q are as defined above under formula I, and wherein R2 is H. Such reactions are described, for example, in Org. Process Res. Dev. 2015, 19(8), 1062-1067 and WO 16 / 180695.

[0380] Sulfoxide compounds of formula III (wherein R1, G1, G2, G3 and Q are as defined above under formula I) can be prepared by oxidizing sulfide compounds of formula II (wherein R1, G1, G2, G3 and Q are as defined above under formula I) under the conditions already described above in Schemes 1 and 2.

[0381] Alternatively, a compound of formula I-a5 (wherein R1, G1, G2, G3 and Q are as defined above under formula I, and wherein R2 is H)

[0382] Option 4

[0383]

[0384] Can be prepared from compounds of formula IV (wherein R1, G1, G2, G3 and Q are as defined above under formula I and wherein Rn is CN, -C=O(C1-C6 alkyl), -C=O(C1-C6 haloalkyl), or SO2-aryl) by deprotection reaction of the N-linked functional group Rn of sulfoximine (Scheme 4). For example, compounds of formula IV (wherein R1, G1, G2, G3 and Q are as defined above under formula I and wherein Rn is CN) can be converted to compounds of formula IV (wherein Rn is C(O)CF3) by treatment with trifluoroacetic anhydride in a solvent such as dichloromethane, as described, for example, in OG Mancheno, C. Bolm, Org. Lett. [Organic Letters] 2007, 9, 3809-3811. Compounds of formula IV, wherein R1, G1, G2, G3 and Q are as defined above under formula I and wherein Rn is C(O)CF3, can be converted into compounds of formula I-a5 by treatment with a base, such as sodium carbonate or potassium carbonate, in a polar protic solvent, such as methanol or ethanol, as described, for example, in H. Okamura, C. Bolm, Org. Lett. 2004, 6, 1305-1307.

[0385] Compounds of formula IV (wherein R1, G1, G2, G3 and Q are as defined above under formula I and wherein Rn is CN, -C=O(C1-C6 alkyl), -C=O(C1-C6 haloalkyl), or SO2-aryl) can be prepared by subjecting compounds of formula III (wherein R1, G1, G2, G3 and Q are as defined above under formula I) to imidization reaction conditions in the presence of a reagent of formula RnNH2 (wherein Rn is as defined above), as described, for example, in H. Okamura, C. Bolm, Org. Lett. [Org. Lett.] 2004, 6, 1305-1307; H. Okamura, C. Bolm, Chem. Lett. [Chem. Lett.] 2004, 33, 482-487; D. Leca, K. Song, M. Amatore, L. Fensterbank, E. M. Malacria, Chem. Eur. J. 2004, 10, 906-916; or M. Reggelin, C. Zur, Synthesis 2000, 1-64. Alternative imidization agents / conditions may be defined as NaN3 / H2SO4, O-mesitylenesulfonylhydroxylamine (MSH) or metal catalyzed methods [see OG Mancheno, C. Bolm, Chem. Eur. J. 2007, 13, 6674-6681], such as R n-N3 / FeCl2, R n -NH2 / Fe(acac)3 / PhI=O, PhI=NR n / Fe(OTf)2、PhI=NR n / CuOTf、PhI=NR n / Cu(OTf)2、PhI=NR n / CuPF6、PhI(OAc)2 / R n -NH2 / MgO / Rh2(OAc)4 or oxaziridine (eg 3-(4-cyano-phenyl)-oxaziridine-2-carboxylic acid tert-butyl ester).

[0386] Of particular interest are metal-free imidization methods involving Rn-NH2 and an oxidizing agent, such as PhI(OAc)2 / Rn-NH2 (as described in GYCho, C.Bolm, Tetrahedron Lett. 2005, 46, 8007-8008); or N-bromosuccinimide (NBS) / Rn-NH2 and a base such as sodium or potassium tert-butoxide (as described in C.Bolm et al., Synthesis 2010, 17, 2922-2925). Alternatively, oxidizing agents such as N-iodosuccinimide (NIS) or iodine can also be used, as described, for example, in OGMancheno, C.Bolm, Org.Lett. 2007, 9, 3809-3811. Examples of hypochlorites used as oxidizing agents are described in WO 2008 / 1060, such as sodium hypochlorite NaOCl or calcium hypochlorite Ca(OCl)2.

[0387] Compounds of formula III (wherein R1, G1, G2, G3 and Q are as defined above under formula I) can be prepared from compounds of formula II (wherein R1, G1, G2, G3 and Q are as defined above under formula I) as described in Scheme 3.

[0388] Conversely, as shown in Scheme 5, the order of the two oxidation / imidization steps can be reversed.

[0389] Option 5

[0390]

[0391] Thus, compounds of formula IV can be prepared from compounds of formula V by oxidation; and compounds of formula V are prepared from compounds of formula II by imidization (involving the same chemistry as described above in Scheme 4).

[0392] Alternatively, compounds of formula I-a6 (wherein R1, R2, G1, G2, G3 and Q are as defined above under formula I) can be prepared by the following manner:

[0393] Option 6

[0394]

[0395] Compounds of formula I-a5 (wherein R1, G1, G2, G3 and Q are as defined above under formula I and wherein R2 is H) are alkylated or metal-catalyzed coupled with reagents R2-X0 (wherein R2 is as defined above in formula I and X0 is a leaving group, for example, a halide such as chlorine, bromine or iodine, or an arylsulfonate or alkylsulfonate (such as triflate)) (Scheme 6). The alkylation reaction can be carried out in the presence of a base (such as sodium hydroxide, potassium hydroxide, potassium carbonate, sodium carbonate, cesium carbonate, triethylamine, etc.) and in the presence of a solvent (such as dichloromethane, dichloroethane, DMF, DMSO, ethanol, methanol, etc.) and at a temperature between 0°C and the boiling point of the solvent. The metal-catalyzed coupling for preparing the compound of formula I-a6 from the compound of formula I-a5 can be carried out in the presence of a base (such as potassium carbonate, cesium carbonate, sodium hydroxide) in an inert solvent (such as toluene, dimethylformamide DMF, N-methylpyrrolidine NMP, dimethyl sulfoxide DMSO, dioxane, tetrahydrofuran THF, etc.), optionally in the presence of a catalyst (such as palladium (II) acetate, bis (dibenzylideneacetone) palladium (0) (Pd (dba) 2) or tris (dibenzylideneacetone) dipalladium (0) (Pd 2 (dba) 3), optionally in the form of a chloroform adduct) or a palladium precatalyst (such as, for example, tert-BuBrettPhos Pd G3 [(2-di-tert-butylphosphino-3,6-dimethoxy-2′,4′,6′-triisopropyl-1,1′-biphenyl)-2-(2′-amino-1,1′-biphenyl)] methanesulfonate palladium (II) or BrettPhos Pd G3[(2-di-cyclohexylphosphino-3,6-dimethoxy-2′,4′,6′-triisopropyl-1,1′-biphenyl)-2-(2′-amino-1,1′-biphenyl)]methanesulfonate palladium(II)) in the presence of, and optionally in the presence of, a ligand such as SPhos, t-BuBrettPhos or Xantphos, at a temperature between 60°C and 120°C, optionally under microwave irradiation.

[0396] Compounds of formula I-a6, wherein R1, G1, G2, G3 and Q are as defined above under formula I and wherein R2 is -C(O)R3 and R3 is C1-C6 alkyl, can be prepared from compounds of formula I-a5, wherein R1, G1, G2, G3 and Q are as defined above under formula I, by treatment with a reagent of formula LG1-C(O)R3 or an anhydride reagent of formula R3C(O)-OC(O)R3, wherein R3 is C1-C6 alkyl and LG1 is a leaving group, such as halogen (especially chlorine), optionally in the presence of an acylation catalyst, such as 4-dimethylaminopyridine (DMAP), preferably in the presence of a base, such as triethylamine, diisopropylethylamine or pyridine, in an inert solvent at a temperature between 0°C and 50°C. Examples of solvents to be used include ethers such as tetrahydrofuran, ethylene glycol dimethyl ether, tert-butyl methyl ether, and 1,4-dioxane; aromatic hydrocarbons such as toluene and xylene; halogenated hydrocarbons such as dichloromethane and chloroform; nitriles such as acetonitrile; or polar aprotic solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, N-methyl-2-pyrrolidone, or dimethyl sulfoxide. The reaction can be carried out in the presence of an excess of a base, which can then also serve as a solvent or diluent. Such conditions have been described, for example, in WO 15 / 071180.

[0397] Compounds of formula II (wherein R1, G1, G2, G3 and Q are as defined above under formula I) can be prepared by cyclizing compounds of formula (VI) (wherein R1, G1, G2, G3 and Q are as defined above under formula I),

[0398] Option 7

[0399]

[0400] For example, by heating in acetic acid or trifluoroacetic acid (preferably when G3 is NMe) at a temperature between 0°C and 180°C, preferably between 20°C and 150°C, optionally under microwave irradiation (Scheme 7). Cyclization of compounds of formula (VI) wherein R1, G1, G2, G3 and Q are as defined in formula I can also be achieved in the presence of an acid catalyst (e.g., methanesulfonic acid or p-toluenesulfonic acid p-TsOH) in an inert solvent (e.g., N-methylpyrrolidone, toluene or xylene) at a temperature between 25°C and 180°C, preferably between 100°C and 170°C. Such methods have been previously described, for example, in WO 2010 / 125985. Alternatively, the compound of formula (VI) can be converted to the compound of formula II (preferably when G3 is O) using triphenylphosphine, diisopropyl azodicarboxylate (or diethyl azodicarboxylate) in an inert solvent such as tetrahydrofuran (THF) at a temperature between 20° C. and 50° C. Such Mitsunobu reaction conditions have been previously described for these transformations (see WO 2009 / 131237).

[0401] Compounds of formula (VI) wherein R1, G1, G2, G3 and Q are as defined in formula I can be prepared via acylation in the following manner: i) activating compounds of formula (IX) wherein Q is as defined in formula I by methods known to those skilled in the art and described, for example, in Tetrahedron, 2005, 61(46), 10827-10852 to form activated species (VIII) wherein Q is as defined in formula I and wherein X 00 is halogen, preferably chlorine. For example, compound (VIII) (wherein X 00 is halogen, preferably chlorine) is formed by treating (IX) with, for example, oxalyl chloride (COCl) 2 or thionyl chloride SOCl 2 in the presence of a catalytic amount of N,N-dimethylformamide DMF in an inert solvent such as dichloromethane CH 2 Cl 2 or tetrahydrofuran THF at a temperature between 20° C. and 100° C. (preferably 25° C.). Alternatively, treating a compound of formula (IX) with, for example, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide EDC or dicyclohexylcarbodiimide DCC in an inert solvent such as pyridine or tetrahydrofuran THF, optionally in the presence of a base such as triethylamine at a temperature between 50° C. and 180° C. will yield the activated species (VIII) (wherein X 00 They are X 01 or X 02 ); then

[0402] ii) treating the activated substance (VIII) with a compound of formula (VII) (wherein R1, G1, G2 and G3 are as defined in formula I) in the presence of a base (such as triethylamine, N,N-diisopropylethylamine or pyridine) in an inert solvent (such as dichloromethane, tetrahydrofuran, dioxane, N,N-dimethylformamide, N,N-dimethylacetamide, acetonitrile, ethyl acetate or toluene) at a temperature between 0°C and 50°C to form a compound of formula (VI).

[0403] Compounds of formula (VII), wherein R1, G1, G2 and G3 are as defined in formula I, are known, commercially available or can be prepared by methods known to those skilled in the art.

[0404] Alternatively, compounds of formula I-a6, wherein R1, R2, G1, G2, G3 and Q are as defined above in formula I, can be prepared according to Scheme 8, which is analogous to the procedure described in Scheme 7. All substituent definitions mentioned previously remain valid.

[0405] Option 8

[0406]

[0407] A compound of formula XI (wherein R1, R2, G1, G2, and G3 are as defined above in formula I)

[0408] Option 9

[0409]

[0410] can be prepared according to Scheme 9. Compounds of formula VII (wherein R1, G1, G2, and G3 are as defined above in formula I) can be reacted with PG-X0 (wherein PG is benzyl, p-methoxybenzyl, benzoyl, acetyl or tert-butyloxycarbonyl, or similar other suitable protecting groups for NH or OH functional groups known to those skilled in the art, and wherein X0 is a leaving group, for example, a halide such as chlorine, bromine or iodine or an arylsulfonate or alkylsulfonate such as triflate) to form compounds of formula XIII (wherein R1, G1, G2, and G3 are as defined in formula I and wherein PG is benzyl, p-methoxybenzyl, benzoyl, acetyl or tert-butyloxycarbonyl, or similar other suitable protecting groups for NH or OH functional groups, and wherein n is 1 or 2). Compounds of Formula XIII can be converted to compounds of Formula XV (wherein R1, R2, G1, G2, and G3 are as defined in Formula I and wherein PG is benzyl, p-methoxybenzyl, benzoyl, acetyl, or tert-butyloxycarbonyl, or similar other suitable protecting groups for NH or OH functional groups, and wherein n is 1 or 2) by applying the chemical processes and conditions described in Schemes 3 and 4 and Scheme 6. Compounds of Formula XV can be converted to compounds of Formula XI (wherein R1, R2, G1, G2, and G3 are as defined above in Formula I) by deprotection of the amino or alcohol functional groups. For example, when PG in a compound of Formula XV is a -CO2t-Bu group, it can be deprotected using an acid such as trifluoroacetic acid, hydrochloric acid, sulfuric acid, or the like to form a compound of Formula XI.

[0411] Certain compounds of formula IX (wherein Q is as defined above in formula I) are commercially available. Other compounds of formula IX (wherein Q is as defined above in formula I) are known in the literature (e.g., compounds Q-1 to Q-10 below) and are described, for example, in WO 18 / 108726 for the synthesis of Q-1 (X is S), WO 16 / 046071 for the synthesis of Q-2, and WO 17 / 146226 for the synthesis of Q-3.

[0412]

[0413] Still other compounds of formula IX can be prepared by one skilled in the art analogously to the methods described for the synthesis of compounds Q-1 to Q-10 ("CAS" means Chemical Abstracts Registry Number).

[0414]

[0415] A subset of compounds having Formula I (wherein R1, R2, G1, G2, G3 are as defined above in Formula I and wherein Q is defined as Qb, wherein A, X, R4 and R6 are as defined in Formula I) can be defined as compounds having Formula I-Qb (Scheme 10).

[0416] In the specific case within Scheme 10, when R6 is an optionally substituted triazole connected to the ring containing group A via a ring nitrogen atom, then a compound of formula I-Qb wherein X is SO or SO2 can be prepared from a compound of formula XVIb wherein R1, R2, G1, G2, G3, A and R4 are as defined above in formula I and wherein X is SO or SO2, and wherein X b is a leaving group such as, for example, chlorine, bromine or iodine (preferably chlorine or bromine), or an arylsulfonate or alkylsulfonate such as triflate) by reaction with an optionally substituted triazole R6-H containing a suitable NH function (XVIIaa) wherein R6 is an N-attached triazole group in a solvent such as an alcohol (e.g., methanol, ethanol, isopropanol or a higher boiling linear or branched alcohol), pyridine or acetic acid, optionally in the presence of an additional base such as potassium carbonate K2CO3 or cesium carbonate Cs2CO3, optionally in the presence of a copper catalyst such as copper(I) iodide, at a temperature between 30°C and 180°C, optionally under microwave irradiation (CN bond formation).

[0417] Plan 10

[0418]

[0419] Alternatively, compounds of formula I-Qb, wherein X is SO or SO2, can be prepared by a Suzuki reaction involving, for example, reacting a compound of formula XVIb, wherein R1, R2, G1, G2, G3, A and R4 are as defined above in formula I, and wherein X is SO or SO2, and wherein Xb is a leaving group such as, for example, chlorine, bromine or iodine (preferably chlorine or bromine), or an arylsulfonate or alkylsulfonate such as triflate, with a compound of formula (XVII), wherein R6 is as defined in formula I, and wherein Y b1 It may be a boron-derived functional group such as, for example, B(OH)2 or B(OR b1 )2, where R b1 Can be C1-C4 alkyl or two groups OR b1The reaction can be catalyzed by a palladium-based catalyst (e.g., tetrakis(triphenylphosphine)palladium(0), (1,1'-bis(diphenylphosphino)ferrocene)dichloro-palladium-dichloromethane (1:1 complex) or chloro(2-dicyclohexylphosphino-2',4',6'-triisopropyl-1,1'-biphenyl)[2-(2'-amino-1,1'-biphenyl)]palladium(II) (XPhos cyclopalladium complex)) in the presence of a base (e.g., sodium carbonate, tripotassium phosphate, or cesium fluoride) in a solvent or solvent mixture (e.g., dioxane, acetonitrile, N,N-dimethylformamide, a mixture of 1,2-dimethoxyethane and water, or a mixture of dioxane / water, or a mixture of toluene / water), preferably under an inert atmosphere. The reaction temperature can preferentially be in the range of from room temperature to the boiling point of the reaction mixture, or the reaction can be carried out under microwave irradiation. Such Suzuki reactions are well known to those skilled in the art and have been reviewed, for example, in J. Organomet. Chem. 576, 1999, 147-168.

[0420] Alternatively, a compound of formula I-Qb wherein X is SO or SO2 may be prepared by a compound of formula (XVIIa) wherein R6 is as defined above and wherein Y b2 The present invention relates to a compound of formula XVIb wherein R1, R2, G1, G2, G3, A and R4 are as defined above in formula I, and wherein X is SO or SO2, and wherein Xb is a leaving group such as, for example, chlorine, bromine or iodine (preferably chlorine or bromine), or an arylsulfonate or alkylsulfonate (such as trifluoromethanesulfonate). Such a Stille reaction is typically carried out in the presence of a palladium catalyst such as tetrakis(triphenylphosphine)palladium(0) or bis(triphenylphosphine)palladium(II) dichloride, in an inert solvent such as N,N-dimethylformamide, acetonitrile, toluene or dioxane, optionally in the presence of an additive such as cesium fluoride or lithium chloride, and optionally in the presence of an additional catalyst such as copper(I) iodide. Such Stiller couplings are also well known to those skilled in the art and have been described, for example, in J. Org. Chem., 2005, 70, 8601-8604, J. Org. Chem., 2009, 74, 5599-5602, and Angew. Chem. Int. Ed., 2004, 43, 1132-1136.

[0421] When R6 is a five-membered aromatic ring system (attached to the ring containing the substituent A via a ring nitrogen atom), then a compound of formula I-Qb (wherein X is SO or SO2) can be prepared from a compound of formula XVIb (wherein R1, R2, G1, G2, G3, A and R4 are as defined above in formula I, and wherein X is SO or SO2, and wherein Xb is a leaving group such as, for example, chlorine, bromine or iodine (preferably chlorine or bromine), or an arylsulfonate or alkylsulfonate (such as triflate)) by reacting with a heterocycle R6-H (which contains a suitable NH function) ( XVIIaa) (wherein R6 is as defined above) is prepared by reacting in the presence of a base such as potassium carbonate K2CO3 or cesium carbonate Cs2CO3, optionally in the presence of a copper catalyst (e.g., copper(I) iodide), with or without additives such as L-proline, N,N'-dimethylcyclohexane-1,2-diamine or N,N'-dimethyl-ethylenediamine, in an inert solvent such as N-methylpyrrolidone (NMP) or N,N-dimethylformamide DMF, at temperatures between 30°C and 150°C, optionally under microwave irradiation.

[0422] In the specific case within Scheme 10, when R6 is -N(R9)C(=O)R 10 (where R9 and R 10 is as defined in Formula I), then a compound of Formula I-Qb (wherein X is SO or SO2) can be prepared from a compound of Formula XVIb (wherein R1, R2, G1, G2, G3, A and R4 are as defined above in Formula I, and wherein X is SO or SO2, and wherein X b is a leaving group such as, for example, chlorine, bromine or iodine (preferably chlorine or bromine), or an arylsulfonate or alkylsulfonate (such as triflate)) by reacting with a reagent R6-H(XVIIaa) (equivalent to HN(R9)COR 10 , where R9 and R 10is as defined in formula I) reaction (C-N bond formation). This reaction is carried out in the presence of a base (such as potassium carbonate, cesium carbonate, sodium hydroxide), in an inert solvent (such as toluene, dimethylformamide DMF, N-methylpyrrolidine NMP, dimethyl sulfoxide DMSO, dioxane, tetrahydrofuran THF, etc.), optionally in the presence of a catalyst (such as palladium (II) acetate, bis (dibenzylideneacetone) palladium (0) (Pd (dba) 2) or tris (dibenzylideneacetone) dipalladium (0) (Pd 2 (dba) 3), optionally in the form of a chloroform adduct) or a palladium precatalyst (such as tert-BuBrettPhos Pd G3 [(2-di-tert-butylphosphino-3,6-dimethoxy-2',4',6'-triisopropyl-1,1'-biphenyl) -2- (2'-amino-1,1'-biphenyl)] methanesulfonate palladium (II) or BrettPhos Pd G3[(2-di-cyclohexylphosphino-3,6-dimethoxy-2′,4′,6′-triisopropyl-1,1′-biphenyl)-2-(2′-amino-1,1′-biphenyl)]methanesulfonatepalladium(II)), and optionally in the presence of a ligand such as SPhos, t-BuBrettPhos or Xantphos, at a temperature between 60°C and 120°C, optionally under microwave irradiation.

[0423] In the specific case within Scheme 10, when R6 is N(R 11 )R 12 (where R 11 、R 12 is as defined in formula I), then a compound of formula I-Qb (wherein X is SO or SO2) can be prepared from a compound of formula XVIb (wherein R1, R2, G1, G2, G3, A and R4 are as defined above in formula I, and wherein X is SO or SO2, and wherein Xb is a leaving group such as, for example, chlorine, bromine or iodine (preferably chlorine or bromine), or an arylsulfonate or alkylsulfonate (such as triflate)) by reacting with a reagent R6-H(XVIIaa) (equivalent to HN(R 11 )R 12 ) or a salt thereof (such as a hydrohalide salt, preferably a hydrochloride or hydrobromide salt, or a trifluoroacetate salt, or any other equivalent salt) (wherein R 11 、R 12is as defined in formula I) reaction (CN bond formation). Such a reaction is usually carried out in an inert solvent (such as alcohol, amide, ester, ether, nitrile and water, particularly preferably methanol, ethanol, 2,2,2-trifluoroethanol, propanol, isopropanol, N,N-dimethylformamide, N,N-dimethylacetamide, dioxane, tetrahydrofuran, dimethoxyethane, acetonitrile, ethyl acetate, toluene, water or a mixture thereof) at a temperature between 0°C and 150°C, optionally under microwave irradiation or pressurized conditions using an autoclave, optionally in the presence of a copper catalyst (such as copper powder, copper (I) iodide or copper sulfate (optionally in the form of a hydrate) or a mixture thereof), optionally in the presence of a ligand (such as a diamine ligand (such as N,N′-dimethylethylenediamine or trans-cyclohexyldiamine) or dibenzylideneacetone (dba) or 1,10-phenanthroline), and optionally in the presence of a base (such as potassium phosphate).

[0424] Reagent HN(R 11 )R 12 and HN(R9)C(=O)R 10 (Among them, R9, R 10 、R 11 , and R 12 are as defined in formula I) are known, commercially available or can be prepared by methods known to those skilled in the art.

[0425] In the specific case within Scheme 10, when R6 is -N=S(O)R7R8 (wherein R7 and R8 are as defined in Formula I), then a compound of Formula I-Qb (wherein X is SO or SO2) can be prepared from a compound of Formula XVIb (wherein R1, R2, G1, G2, G3, A and R4 are as defined above in Formula I, and wherein X is SO or SO2, and wherein X b is a leaving group such as, for example, chlorine, bromine or iodine (preferably chlorine or bromine), or an arylsulfonate or alkylsulfonate (such as trifluoromethanesulfonate) by reaction with a reagent R6-H(XVIIaa) (equivalent to HN=S(O)R7R8, wherein R7 and R8 are as defined in formula I) (CN bond formation). Such a reaction can be carried out in analogy to the description found, for example, in WO 18099812.

[0426] The reagent HN=S(O)R7R8 (wherein R7 and R8 are as defined in formula I) is known, commercially available or can be prepared by methods known to those skilled in the art.

[0427] Oxidation of a compound of formula XVIb (wherein R1, R2, G1, G2, G3, A and R4 are as defined above in formula I, and wherein X is S, and wherein Xb is a leaving group such as, for example, chlorine, bromine or iodine (preferably chlorine or bromine), or an arylsulfonate or alkylsulfonate (such as trifluoromethanesulfonate)) with a suitable oxidizing agent to a compound of formula XVIb (wherein X is SO or SO2) can be achieved under the conditions already described above.

[0428] A large number of compounds of formula (XVII), (XVIIa) and (XVIIaa) are commercially available or can be prepared by one skilled in the art.

[0429] Alternatively, compounds of formula I-Qb, wherein X is SO or SO2, can be prepared from compounds of formula XVIb, wherein X is S (sulfide), by involving the same chemical process as described above, but by changing the order of the steps (i.e., by running the sequence XVIb (X is S) to I-Qb (X is S) via Suzuki, Stiller, or CN bond formation, followed by an oxidation step to form I-Qb (X is SO or SO2)).

[0430] A compound of formula XVIb wherein R1, R2, G1, G2, G3, A and R4 are as defined above in formula I, and wherein X is S, SO or SO2, and wherein X b is a leaving group such as, for example, chlorine, bromine or iodine (preferably chlorine or bromine), or an arylsulfonate or alkylsulfonate (such as triflate)) can be prepared from a compound of formula XVIIIb (wherein R1, G1, G2, G3, A and R4 are as defined above in formula I, and wherein X is S, SO or SO2, and wherein X b is a leaving group like for example chlorine, bromine or iodine (preferably chlorine or bromine), or an arylsulfonate or alkylsulfonate (such as triflate)) is prepared according to the chemistry already disclosed in Scheme 6 (Scheme 10a).

[0431] Option 10a

[0432]

[0433] A compound of formula XVIIIb wherein R1, G1, G2, G3, A and R4 are as defined above in formula I, and wherein X is S, SO or SO2, and wherein X b is a leaving group, such as, for example, chlorine, bromine or iodine (preferably chlorine or bromine), or an arylsulfonate or alkylsulfonate (such as triflate)) can be obtained by applying the chemical process already disclosed in Scheme 3 and the above-mentioned oxidation conditions from a compound of formula II-X bA compound wherein R1, G1, G2, G3, A and R4 are as defined above in Formula I, and wherein X is S, and wherein X b is a leaving group as defined above).

[0434] Having formula II-X b A compound wherein R1, G1, G2, G3, A and R4 are as defined above in Formula I, and wherein X is S, and wherein X b is a leaving group as defined above) can be formed by a leaving group having the formula IX-X b A compound (wherein A and R4 are as defined above in Formula I, and wherein X is S, and wherein X b is a leaving group as defined above) and a compound of formula VII (wherein R1, G1, G2, and G3 are as defined above in formula I) via a compound of formula VI-X b wherein R1, G1, G2, G3, A and R4 are as defined above in Formula I, and wherein X is S, and wherein X b is a leaving group as defined above) by following the chemistry already disclosed in Scheme 7.

[0435] Having the formula IX-X b A compound (wherein A and R4 are as defined above in Formula I, and wherein X is S, and wherein X b is a leaving group, such as, for example, chloro, bromo or iodo (preferably chloro or bromo)) is known (see, for example, Q-4 discussed above), commercially available or can be prepared by methods known to those skilled in the art.

[0436] A subset of compounds having Formula I (wherein R1, R2, G1, G2, G3 are as defined above in Formula I and wherein Q is defined as Qa, wherein A, X, R4 and R5 are as defined in Formula I) can be defined as compounds having Formula I-Qa (Scheme 11).

[0437] Plan 11

[0438]

[0439] The chemistry previously described in Scheme 10 for obtaining compounds of Formula I-Qb from compounds of Formula XVIb can be applied analogously to the preparation of compounds of Formula I-Qa from compounds of Formula XVIa (Scheme 11), wherein all previously mentioned substituent definitions remain valid.

[0440] The reactants may be reacted in the presence of a base. Examples of suitable bases are alkali metal or alkaline earth metal hydroxides, alkali metal or alkaline earth metal hydrides, alkali metal or alkaline earth metal amides, alkali metal or alkaline earth metal alkoxides, alkali metal or alkaline earth metal acetates, alkali metal or alkaline earth metal carbonates, alkali metal or alkaline earth metal dialkylamides or alkali metal or alkaline earth metal alkylsilylamides, alkylamines, alkylenediamines, free or N-alkylated saturated or unsaturated cycloalkylamines, basic heterocycles, ammonium hydroxide, and carbocyclic amines. Examples that may be mentioned are sodium hydroxide, sodium hydride, sodium amide, sodium methoxide, sodium acetate, sodium carbonate, potassium tert-butoxide, potassium hydroxide, potassium carbonate, potassium hydride, lithium diisopropylamide, potassium bis(trimethylsilyl)amide, calcium hydride, triethylamine, diisopropylethylamine, triethylenediamine, cyclohexylamine, N-cyclohexyl-N,N-dimethylamine, N,N-diethylaniline, pyridine, 4-(N,N-dimethylamino)pyridine, quinuclidine, N-methylmorpholine, benzyltrimethylammonium hydroxide and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU).

[0441] These reactants can react with each other as is, i.e. without adding solvents or diluents. However, in most cases, it is advantageous to add inert solvents or diluents or mixtures of these. If the reaction is carried out in the presence of a base, the base used in excess (e.g., triethylamine, pyridine, N-methylmorpholine or N,N-diethylaniline) can also serve as a solvent or diluent.

[0442] These reactions are advantageously carried out in a temperature range of from about -80°C to about +140°C, preferably from about -30°C to about +100°C, in many cases in a range between ambient temperature and about +80°C.

[0443] A compound of formula I can be converted into another compound of formula I in a manner known per se by replacing one or more substituents of the starting compound of formula I with (another) further substituent according to the invention in a conventional manner and by subsequent modification of the compound by reactions known to those skilled in the art (such as oxidation, alkylation, reduction, acylation and other methods).

[0444] Depending on the reaction conditions and starting materials chosen as appropriate in the respective case, it is possible, for example, to replace only one substituent with another substituent according to the invention in one reaction step or to replace several substituents with other substituents according to the invention in one and the same reaction step.

[0445] Salts of compounds of formula I can be prepared in a manner known per se. Thus, for example, acid addition salts of compounds of formula I are obtained by treatment with a suitable acid or a suitable ion exchanger reagent, and salts with bases are obtained by treatment with a suitable base or with a suitable ion exchanger reagent.

[0446] Salts of compounds of the formula I can be converted in a customary manner into the free compounds I, acid addition salts (for example by treatment with suitable basic compounds or with suitable ion exchange reagents) and salts with bases (for example by treatment with suitable acids or with suitable ion exchange reagents).

[0447] Salts of compounds of the formula I can be converted in a manner known per se into other salts, acid addition salts of compounds of the formula I, for example into other acid addition salts, for example by treating salts of inorganic acids (such as hydrochlorides) with suitable metal salts of the acid (such as sodium, barium or silver salts, for example with silver acetate) in a suitable solvent in which the inorganic salt formed (such as silver chloride) is insoluble and therefore precipitates from the reaction mixture.

[0448] Depending on the procedure or reaction conditions, those compounds of the formula I which have salt-forming properties can be obtained in free form or in the form of salts.

[0449] Depending on the number of asymmetric carbon atoms present in the molecule, the absolute and relative configuration and / or on the configuration of non-aromatic double bonds present in the molecule, the compounds of the formula I and, where appropriate, their tautomers (in each case in free form or in salt form) may be present in the form of one of the possible isomers or as a mixture of these, for example in the form of pure isomers, such as enantiomers and / or diastereomers, or as isomer mixtures, such as enantiomeric mixtures, for example racemates, diastereomeric mixtures or racemic mixtures; the present invention relates to the pure isomers and also to all possible isomer mixtures, and the above and below are to be understood as such in each case, even if stereochemical details are not explicitly mentioned in each case.

[0450] Diastereomeric mixtures or racemic mixtures of compounds of formula I in free form or in salt form, the acquisition of which may depend on the starting materials and procedures chosen, can be separated in a known manner into the pure diastereomers or racemates on the basis of the physicochemical differences of the components, for example, by fractional crystallization, distillation and / or chromatography.

[0451] Enantiomeric mixtures obtainable in an analogous manner (e.g., racemates) can be resolved into the optical antipodes by known methods, for example, by recrystallization from optically active solvents; by chromatography on chiral adsorbents, for example, high performance liquid chromatography (HPLC) on acetylcellulose; by cleavage with specific immobilized enzymes with the aid of suitable microorganisms; by forming inclusion compounds, for example, using chiral crown ethers, in which only one enantiomer is complexed; or by conversion into diastereomeric salts, for example, by reacting the basic end product racemate with an optically active acid (e.g., a carboxylic acid, for example, camphoric acid, tartaric acid or malic acid, or a sulfonic acid, for example, camphorsulfonic acid) and separating the diastereomeric mixtures obtainable in this way, for example, by fractional crystallization on the basis of their different solubilities, thereby obtaining the diastereomers from which the desired enantiomer can be freed by the action of suitable reagents, for example, basic reagents.

[0452] Pure diastereomers or enantiomers can be obtained according to the invention not only by separation of the appropriate isomer mixtures, but also by generally known methods of diastereoselective or enantioselective synthesis, for example by carrying out the method according to the invention with starting materials having the appropriate stereochemistry.

[0453] N-oxides can be prepared by reacting a compound of formula I with a suitable oxidizing agent (e.g. H O / urea adduct) in the presence of an anhydride (e.g. trifluoroacetic anhydride). Such oxidations are known from the literature, for example from J. Med. Chem., 32 (12), 2561-73, 1989 or WO 2000 / 15615.

[0454] If the individual components have different biological activities, it is advantageous to isolate or synthesize the biologically more effective isomers, such as enantiomers or diastereomers or isomer mixtures, such as enantiomeric mixtures or diastereomeric mixtures, in each case.

[0455] If appropriate, the compounds of formula I and, where appropriate, their tautomers (in each case in free form or in salt form) can also be obtained in the form of hydrates and / or include other solvents, such as those which can be used for crystallization of compounds present in solid form.

[0456] The following compounds according to Tables A-1 to A-96, C-1 to C-96, E-1 to E-96, F-1 to F-96, G-1 to G-96 and H-1 to H-96 can be prepared according to the above methods. The following examples are intended to illustrate the present invention and show preferred compounds of formula I.

[0457] Tables A-1 to A-96 below illustrate specific compounds of the present invention.

[0458] "cPr" means cyclopropyl.

[0459]

[0460] Table A-1 Provided are 14 compounds A-1.001 to A-1.014 of formula I-1-Qb, wherein R1 is Me, R2 is H, A is N, X is S and R6 is as defined in Table B.

[0461] Table B: Definition of substituents for R6

[0462]

[0463] Table A-2 Provided are 14 compounds A-2.001 to A-2.014 of formula I-1-Qb wherein R1 is Me, R2 is H, A is N, X is SO and R6 is as defined in Table B.

[0464] Table A-3 Provided are 14 compounds A-3.001 to A-3.014 of formula I-1-Qb wherein R1 is Me, R2 is H, A is N, X is SO2 and R6 is as defined in Table B.

[0465] Table A-4 Provided are 14 compounds A-4.001 to A-4.014 of formula I-1-Qb wherein R1 is Me, R2 is H, A is CH, X is S and R6 is as defined in Table B.

[0466] Table A-5 Provided are 14 compounds A-5.001 to A-5.014 of formula I-1-Qb, wherein R1 is Me, R2 is H, A is CH, X is SO and R6 is as defined in Table B.

[0467] Table A-6 Provided are 14 compounds A-6.001 to A-6.014 of formula I-1-Qb wherein R1 is Me, R2 is H, A is CH, X is SO2 and R6 is as defined in Table B.

[0468] Table A-7 Provided are 14 compounds A-7.001 to A-7.014 of formula I-1-Qb, wherein R1 is Me, R2 is CN, A is N, X is S and R6 is as defined in Table B.

[0469] Table A-8Provided are 14 compounds A-8.001 to A-8.014 of formula I-1-Qb, wherein R1 is Me, R2 is CN, A is N, X is SO and R6 is as defined in Table B.

[0470] Table A-9 Provided are 14 compounds A-9.001 to A-9.014 of formula I-1-Qb wherein R1 is Me, R2 is CN, A is N, X is SO2 and R6 is as defined in Table B.

[0471] Table A-10 Provided are 14 compounds A-10.001 to A-10.014 of formula I-1-Qb, wherein R1 is Me, R2 is CN, A is CH, X is S and R6 is as defined in Table B.

[0472] Table A-11 Provided are 14 compounds A-11.001 to A-11.014 of formula I-1-Qb, wherein R1 is Me, R2 is CN, A is CH, X is SO and R6 is as defined in Table B.

[0473] Table A-12 Provided are 14 compounds A-12.001 to A-12.014 of formula I-1-Qb, wherein R1 is Me, R2 is CN, A is CH, X is SO2 and R6 is as defined in Table B.

[0474] Table A-13 Provided are 14 compounds A-13.001 to A-13.014 of formula I-1-Qb, wherein R1 is Me, R2 is COCH3, A is N, X is S and R6 is as defined in Table B.

[0475] Table A-14 Provided are 14 compounds A-14.001 to A-14.014 of formula I-1-Qb, wherein R1 is Me, R2 is COCH3, A is N, X is SO and R6 is as defined in Table B.

[0476] Table A-15 Provided are 14 compounds A-15.001 to A-15.014 of formula I-1-Qb, wherein R1 is Me, R2 is COCH3, A is N, X is SO2 and R6 is as defined in Table B.

[0477] Table A-16 Provided are 14 compounds A-16.001 to A-16.014 of formula I-1-Qb, wherein R1 is Me, R2 is COCH3, A is CH, X is S and R6 is as defined in Table B.

[0478] Table A-17 Provided are 14 compounds A-17.001 to A-17.014 of formula I-1-Qb, wherein R1 is Me, R2 is COCH3, A is CH, X is SO and R6 is as defined in Table B.

[0479] Table A-18 Provided are 14 compounds A-18.001 to A-18.014 of formula I-1-Qb, wherein R1 is Me, R2 is COCH3, A is CH, X is SO2 and R6 is as defined in Table B.

[0480] Table A-19 Provided are 14 compounds A-19.001 to A-19.014 of formula I-1-Qb, wherein R1 is Me, R2 is cPr, A is N, X is S and R6 is as defined in Table B.

[0481] Table A-20 Provided are 14 compounds A-20.001 to A-20.014 of formula I-1-Qb, wherein R1 is Me, R2 is cPr, A is N, X is SO and R6 is as defined in Table B.

[0482] Table A-21 Provided are 14 compounds A-21.001 to A-21.014 of formula I-1-Qb, wherein R1 is Me, R2 is cPr, A is N, X is SO2 and R6 is as defined in Table B.

[0483] Table A-22 Provided are 14 compounds A-22.001 to A-22.014 of formula I-1-Qb, wherein R1 is Me, R2 is cPr, A is CH, X is S and R6 is as defined in Table B.

[0484] Table A-23 Provided are 14 compounds A-23.001 to A-23.014 of formula I-1-Qb, wherein R1 is Me, R2 is cPr, A is CH, X is SO and R6 is as defined in Table B.

[0485] Table A-24 Provided are 14 compounds A-24.001 to A-24.014 of formula I-1-Qb, wherein R1 is Me, R2 is cPr, A is CH, X is SO2 and R6 is as defined in Table B.

[0486] Table A-25 Provided are 14 compounds A-25.001 to A-25.014 of formula I-1-Qb, wherein R1 is Me, R2 is Me, A is N, X is S and R6 is as defined in Table B.

[0487] Table A-26 Provided are 14 compounds A-26.001 to A-26.014 of formula I-1-Qb, wherein R1 is Me, R2 is Me, A is N, X is SO and R6 is as defined in Table B.

[0488] Table A-27 Provided are 14 compounds A-27.001 to A-27.014 of formula I-1-Qb, wherein R1 is Me, R2 is Me, A is N, X is SO2 and R6 is as defined in Table B.

[0489] Table A-28 Provided are 14 compounds A-28.001 to A-28.014 of formula I-1-Qb, wherein R1 is Me, R2 is Me, A is CH, X is S and R6 is as defined in Table B.

[0490] Table A-29 Provided are 14 compounds A-29.001 to A-29.014 of formula I-1-Qb, wherein R1 is Me, R2 is Me, A is CH, X is SO and R6 is as defined in Table B.

[0491] Table A-30 Provided are 14 compounds A-30.001 to A-30.014 of formula I-1-Qb, wherein R1 is Me, R2 is Me, A is CH, X is SO2 and R6 is as defined in Table B.

[0492] Table A-31 Provided are 14 compounds A-31.001 to A-31.014 of formula I-1-Qb, wherein R1 is Me, R2 is Et, A is N, X is S and R6 is as defined in Table B.

[0493] Table A-32 Provided are 14 compounds A-32.001 to A-32.014 of formula I-1-Qb, wherein R1 is Me, R2 is Et, A is N, X is SO and R6 is as defined in Table B.

[0494] Table A-33 Provided are 14 compounds A-33.001 to A-33.014 of formula I-1-Qb, wherein R1 is Me, R2 is Et, A is N, X is SO2 and R6 is as defined in Table B.

[0495] Table A-34 Provided are 14 compounds A-34.001 to A-34.014 of formula I-1-Qb, wherein R1 is Me, R2 is Et, A is CH, X is S and R6 is as defined in Table B.

[0496] Table A-35 Provided are 14 compounds A-35.001 to A-35.014 of formula I-1-Qb, wherein R1 is Me, R2 is Et, A is CH, X is SO and R6 is as defined in Table B.

[0497] Table A-36 Provided are 14 compounds A-36.001 to A-36.014 of formula I-1-Qb, wherein R1 is Me, R2 is Et, A is CH, X is SO2 and R6 is as defined in Table B.

[0498] Table A-37 Provided are 14 compounds A-37.001 to A-37.014 of formula I-1-Qb, wherein R1 is Me, R2 is CH2CF3, A is N, X is S and R6 is as defined in Table B.

[0499] Table A-38 Provided are 14 compounds A-38.001 to A-38.014 of formula I-1-Qb, wherein R1 is Me, R2 is CH2CF3, A is N, X is SO and R6 is as defined in Table B.

[0500] Table A-39 Provided are 14 compounds A-39.001 to A-39.014 of formula I-1-Qb, wherein R1 is Me, R2 is CH2CF3, A is N, X is SO2 and R6 is as defined in Table B.

[0501] Table A-40 Provided are 14 compounds A-40.001 to A-40.014 of formula I-1-Qb, wherein R1 is Me, R2 is CH2CF3, A is CH, X is S and R6 is as defined in Table B.

[0502] Table A-41 Provided are 14 compounds A-41.001 to A-41.014 of formula I-1-Qb, wherein R1 is Me, R2 is CH2CF3, A is CH, X is SO and R6 is as defined in Table B.

[0503] Table A-42 Provided are 14 compounds A-42.001 to A-42.014 of formula I-1-Qb, wherein R1 is Me, R2 is CH2CF3, A is CH, X is SO2 and R6 is as defined in Table B.

[0504] Table A-43Provided are 14 compounds A-43.001 to A-43.014 of formula I-1-Qb, wherein R1 is Me, R2 is CF3, A is N, X is S and R6 is as defined in Table B.

[0505] Table A-44 Provided are 14 compounds A-44.001 to A-44.014 of formula I-1-Qb, wherein R1 is Me, R2 is CF3, A is N, X is SO and R6 is as defined in Table B.

[0506] Table A-45 Provided are 14 compounds A-45.001 to A-45.014 of formula I-1-Qb, wherein R1 is Me, R2 is CF3, A is N, X is SO2 and R6 is as defined in Table B.

[0507] Table A-46 Provided are 14 compounds A-46.001 to A-46.014 of formula I-1-Qb, wherein R1 is Me, R2 is CF3, A is CH, X is S and R6 is as defined in Table B.

[0508] Table A-47 Provided are 14 compounds A-47.001 to A-47.014 of formula I-1-Qb, wherein R1 is Me, R2 is CF3, A is CH, X is SO and R6 is as defined in Table B.

[0509] Table A-48 Provided are 14 compounds A-48.001 to A-48.014 of formula I-1-Qb, wherein R1 is Me, R2 is CF3, A is CH, X is SO2 and R6 is as defined in Table B.

[0510] Table A-49 Provided are 14 compounds A-49.001 to A-49.014 of formula I-1-Qb, wherein R1 is CF3, R2 is H, A is N, X is S and R6 is as defined in Table B.

[0511] Table A-50 Provided are 14 compounds A-50.001 to A-50.014 of formula I-1-Qb, wherein R1 is CF3, R2 is H, A is N, X is SO and R6 is as defined in Table B.

[0512] Table A-51 Provided are 14 compounds A-51.001 to A-51.014 of formula I-1-Qb, wherein R1 is CF3, R2 is H, A is N, X is SO2 and R6 is as defined in Table B.

[0513] Table A-52 Provided are 14 compounds A-52.001 to A-52.014 of formula I-1-Qb, wherein R1 is CF3, R2 is H, A is CH, X is S and R6 is as defined in Table B.

[0514] Table A-53 Provided are 14 compounds A-53.001 to A-53.014 of formula I-1-Qb, wherein R1 is CF3, R2 is H, A is CH, X is SO and R6 is as defined in Table B.

[0515] Table A-54 Provided are 14 compounds A-54.001 to A-54.014 of formula I-1-Qb, wherein R1 is CF3, R2 is H, A is CH, X is SO2 and R6 is as defined in Table B.

[0516] Table A-55 Provided are 14 compounds A-55.001 to A-55.014 of formula I-1-Qb, wherein R1 is CF3, R2 is CN, A is N, X is S and R6 is as defined in Table B.

[0517] Table A-56 Provided are 14 compounds A-56.001 to A-56.014 of formula I-1-Qb, wherein R1 is CF3, R2 is CN, A is N, X is SO and R6 is as defined in Table B.

[0518] Table A-57 Provided are 14 compounds A-57.001 to A-57.014 of formula I-1-Qb, wherein R1 is CF3, R2 is CN, A is N, X is SO2 and R6 is as defined in Table B.

[0519] Table A-58 Provided are 14 compounds A-58.001 to A-58.014 of formula I-1-Qb, wherein R1 is CF3, R2 is CN, A is CH, X is S and R6 is as defined in Table B.

[0520] Table A-59 Provided are 14 compounds A-59.001 to A-59.014 of formula I-1-Qb, wherein R1 is CF3, R2 is CN, A is CH, X is SO and R6 is as defined in Table B.

[0521] Table A-60 Provided are 14 compounds A-60.001 to A-60.014 of formula I-1-Qb, wherein R1 is CF3, R2 is CN, A is CH, X is SO2 and R6 is as defined in Table B.

[0522] Table A-61 Provided are 14 compounds A-61.001 to A-61.014 of formula I-1-Qb, wherein R1 is CF3, R2 is COCH3, A is N, X is S and R6 is as defined in Table B.

[0523] Table A-62 Provided are 14 compounds A-62.001 to A-62.014 of formula I-1-Qb, wherein R1 is CF3, R2 is COCH3, A is N, X is SO and R6 is as defined in Table B.

[0524] Table A-63 Provided are 14 compounds A-63.001 to A-63.014 of formula I-1-Qb, wherein R1 is CF3, R2 is COCH3, A is N, X is SO2 and R6 is as defined in Table B.

[0525] Table A-64 Provided are 14 compounds A-64.001 to A-64.014 of formula I-1-Qb, wherein R1 is CF3, R2 is COCH3, A is CH, X is S and R6 is as defined in Table B.

[0526] Table A-65 Provided are 14 compounds A-65.001 to A-65.014 of formula I-1-Qb, wherein R1 is CF3, R2 is COCH3, A is CH, X is SO and R6 is as defined in Table B.

[0527] Table A-66 Provided are 14 compounds A-66.001 to A-66.014 of formula I-1-Qb, wherein R1 is CF3, R2 is COCH3, A is CH, X is SO2 and R6 is as defined in Table B.

[0528] Table A-67 Provided are 14 compounds A-67.001 to A-67.014 of formula I-1-Qb, wherein R1 is CF3, R2 is cPr, A is N, X is S and R6 is as defined in Table B.

[0529] Table A-68 Provided are 14 compounds A-68.001 to A-68.014 of formula I-1-Qb, wherein R1 is CF3, R2 is cPr, A is N, X is SO and R6 is as defined in Table B.

[0530] Table A-69Provided are 14 compounds A-69.001 to A-69.014 of formula I-1-Qb, wherein R1 is CF3, R2 is cPr, A is N, X is SO2 and R6 is as defined in Table B.

[0531] Table A-70 Provided are 14 compounds A-70.001 to A-70.014 of formula I-1-Qb, wherein R1 is CF3, R2 is cPr, A is CH, X is S and R6 is as defined in Table B.

[0532] Table A-71 Provided are 14 compounds A-71.001 to A-71.014 of formula I-1-Qb, wherein R1 is CF3, R2 is cPr, A is CH, X is SO and R6 is as defined in Table B.

[0533] Table A-72 Provided are 14 compounds A-72.001 to A-72.014 of formula I-1-Qb, wherein R1 is CF3, R2 is cPr, A is CH, X is SO2 and R6 is as defined in Table B.

[0534] Table A-73 Provided are 14 compounds A-73.001 to A-73.014 of formula I-1-Qb, wherein R1 is CF3, R2 is Me, A is N, X is S and R6 is as defined in Table B.

[0535] Table A-74 Provided are 14 compounds A-74.001 to A-74.014 of formula I-1-Qb, wherein R1 is CF3, R2 is Me, A is N, X is SO and R6 is as defined in Table B.

[0536] Table A-75 Provided are 14 compounds A-75.001 to A-75.014 of formula I-1-Qb, wherein R1 is CF3, R2 is Me, A is N, X is SO2 and R6 is as defined in Table B.

[0537] Table A-76 Provided are 14 compounds A-76.001 to A-76.014 of formula I-1-Qb, wherein R1 is CF3, R2 is Me, A is CH, X is S and R6 is as defined in Table B.

[0538] Table A-77 Provided are 14 compounds A-77.001 to A-77.014 of formula I-1-Qb, wherein R1 is CF3, R2 is Me, A is CH, X is SO and R6 is as defined in Table B.

[0539] Table A-78 Provided are 14 compounds A-78.001 to A-78.014 of formula I-1-Qb, wherein R1 is CF3, R2 is Me, A is CH, X is SO2 and R6 is as defined in Table B.

[0540] Table A-79 Provided are 14 compounds A-79.001 to A-79.014 of formula I-1-Qb, wherein R1 is CF3, R2 is Et, A is N, X is S and R6 is as defined in Table B.

[0541] Table A-80 Provided are 14 compounds A-80.001 to A-80.014 of formula I-1-Qb, wherein R1 is CF3, R2 is Et, A is N, X is SO and R6 is as defined in Table B.

[0542] Table A-81 Provided are 14 compounds A-81.001 to A-81.014 of formula I-1-Qb, wherein R1 is CF3, R2 is Et, A is N, X is SO2 and R6 is as defined in Table B.

[0543] Table A-82 Provided are 14 compounds A-82.001 to A-82.014 of formula I-1-Qb, wherein R1 is CF3, R2 is Et, A is CH, X is S and R6 is as defined in Table B.

[0544] Table A-83 Provided are 14 compounds A-83.001 to A-83.014 of formula I-1-Qb, wherein R1 is CF3, R2 is Et, A is CH, X is SO and R6 is as defined in Table B.

[0545] Table A-84 Provided are 14 compounds A-84.001 to A-84.014 of formula I-1-Qb, wherein R1 is CF3, R2 is Et, A is CH, X is SO2 and R6 is as defined in Table B.

[0546] Table A-85 Provided are 14 compounds A-85.001 to A-85.014 of formula I-1-Qb, wherein R1 is CF3, R2 is CH2CF3, A is N, X is S and R6 is as defined in Table B.

[0547] Table A-86Provided are 14 compounds A-86.001 to A-86.014 of formula I-1-Qb, wherein R1 is CF3, R2 is CH2CF3, A is N, X is SO and R6 is as defined in Table B.

[0548] Table A-87 Provided are 14 compounds A-87.001 to A-87.014 of formula I-1-Qb, wherein R1 is CF3, R2 is CH2CF3, A is N, X is SO2 and R6 is as defined in Table B.

[0549] Table A-88 Provided are 14 compounds A-88.001 to A-88.014 of formula I-1-Qb, wherein R1 is CF3, R2 is CH2CF3, A is CH, X is S and R6 is as defined in Table B.

[0550] Table A-89 Provided are 14 compounds A-89.001 to A-89.014 of formula I-1-Qb, wherein R1 is CF3, R2 is CH2CF3, A is CH, X is SO and R6 is as defined in Table B.

[0551] Table A-90 Provided are 14 compounds A-90.001 to A-90.014 of formula I-1-Qb, wherein R1 is CF3, R2 is CH2CF3, A is CH, X is SO2 and R6 is as defined in Table B.

[0552] Table A-91 Provided are 14 compounds A-91.001 to A-91.014 of formula I-1-Qb, wherein R1 is CF3, R2 is CF3, A is N, X is S and R6 is as defined in Table B.

[0553] Table A-92 Provided are 14 compounds A-92.001 to A-92.014 of formula I-1-Qb, wherein R1 is CF3, R2 is CF3, A is N, X is SO and R6 is as defined in Table B.

[0554] Table A-93 Provided are 14 compounds A-93.001 to A-93.014 of formula I-1-Qb, wherein R1 is CF3, R2 is CF3, A is N, X is SO2 and R6 is as defined in Table B.

[0555] Table A-94 Provided are 14 compounds A-94.001 to A-94.014 of formula I-1-Qb, wherein R1 is CF3, R2 is CF3, A is CH, X is S and R6 is as defined in Table B.

[0556] Table A-95 Provided are 14 compounds A-95.001 to A-95.014 of formula I-1-Qb, wherein R1 is CF3, R2 is CF3, A is CH, X is SO and R6 is as defined in Table B.

[0557] Table A-96 Provided are 14 compounds A-96.001 to A-96.014 of formula I-1-Qb, wherein R1 is CF3, R2 is CF3, A is CH, X is SO2 and R6 is as defined in Table B.

[0558] Tables C-1 to C-96 below further illustrate specific compounds of the present invention.

[0559] "cPr" means cyclopropyl.

[0560]

[0561] Table C-1 Provided are seven compounds C-1.001 to C-1.007 of formula I-1-Qa, wherein A is N, X is S, R1 is CF3, R2 is H and R5 is as defined in Table D.

[0562] Table D: Definition of substituents for R5

[0563]

[0564] Table C-2 Provided are seven compounds C-2.001 to C-2.007 of formula I-1-Qa, wherein A is N, X is S, R1 is CF3, R2 is CN and R5 is as defined in Table D.

[0565] Table C-3 Provided are seven compounds C-3.001 to C-3.007 of formula I-1-Qa, wherein A is N, X is S, R1 is CF3, R2 is COCH3 and R5 is as defined in Table D.

[0566] Table C-4 Provided are seven compounds C-4.001 to C-4.007 of formula I-1-Qa, wherein A is N, X is S, R1 is CF3, R2 is cPr and R5 is as defined in Table D.

[0567] Table C-5 Provided are seven compounds C-5.001 to C-5.007 of formula I-1-Qa, wherein A is N, X is S, R1 is CF3, R2 is Me and R5 is as defined in Table D.

[0568] Table C-6 Provided are seven compounds C-6.001 to C-6.007 of formula I-1-Qa, wherein A is N, X is S, R1 is CF3, R2 is Et and R5 is as defined in Table D.

[0569] Table C-7 Provided are seven compounds C-7.001 to C-7.007 of formula I-1-Qa, wherein A is N, X is S, R1 is CF3, R2 is CH2CF3 and R5 is as defined in Table D.

[0570] Table C-8 Provided are seven compounds C-8.001 to C-8.007 of formula I-1-Qa, wherein A is N, X is S, R1 is CF3, R2 is CF3 and R5 is as defined in Table D.

[0571] Table C-9 Provided are seven compounds C-9.001 to C-9.007 of formula I-1-Qa, wherein A is N, X is S, R1 is CH3, R2 is H and R5 is as defined in Table D.

[0572] Table C-10 Provided are seven compounds C-10.001 to C-10.007 of formula I-1-Qa, wherein A is N, X is S, R1 is CH3, R2 is CN and R5 is as defined in Table D.

[0573] Table C-11 Provided are seven compounds C-11.001 to C-11.007 of formula I-1-Qa, wherein A is N, X is S, R1 is CH3, R2 is COCH3 and R5 is as defined in Table D.

[0574] Table C-12 Provided are seven compounds C-12.001 to C-12.007 of formula I-1-Qa, wherein A is N, X is S, R1 is CH3, R2 is cPr and R5 is as defined in Table D.

[0575] Table C-13 Provided are seven compounds C-13.001 to C-13.007 of formula I-1-Qa, wherein A is N, X is S, R1 is CH3, R2 is Me and R5 is as defined in Table D.

[0576] Table C-14 Provided are seven compounds C-14.001 to C-14.007 of formula I-1-Qa, wherein A is N, X is S, R1 is CH3, R2 is Et and R5 is as defined in Table D.

[0577] Table C-15Provided are seven compounds C-15.001 to C-15.007 of formula I-1-Qa, wherein A is N, X is S, R1 is CH3, R2 is CH2CF3 and R5 is as defined in Table D.

[0578] Table C-16 Provided are seven compounds C-16.001 to C-16.007 of formula I-1-Qa, wherein A is N, X is S, R1 is CH3, R2 is CF3 and R5 is as defined in Table D.

[0579] Table C-17 Provided are seven compounds C-17.001 to C-17.007 of formula I-1-Qa, wherein A is N, X is SO, R1 is CF3, R2 is H and R5 is as defined in Table D.

[0580] Table C-18 Provided are seven compounds C-18.001 to C-18.007 of formula I-1-Qa, wherein A is N, X is SO, R1 is CF3, R2 is CN and R5 is as defined in Table D.

[0581] Table C-19 Provided are seven compounds C-19.001 to C-19.007 of formula I-1-Qa, wherein A is N, X is SO, R1 is CF3, R2 is COCH3 and R5 is as defined in Table D.

[0582] Table C-20 Provided are seven compounds C-20.001 to C-20.007 of formula I-1-Qa, wherein A is N, X is SO, R1 is CF3, R2 is cPr and R5 is as defined in Table D.

[0583] Table C-21 Provided are seven compounds C-21.001 to C-21.007 of formula I-1-Qa, wherein A is N, X is SO, R1 is CF3, R2 is Me and R5 is as defined in Table D.

[0584] Table C-22 Provided are seven compounds C-22.001 to C-22.007 of formula I-1-Qa, wherein A is N, X is SO, R1 is CF3, R2 is Et and R5 is as defined in Table D.

[0585] Table C-23 Provided are seven compounds C-23.001 to C-23.007 of formula I-1-Qa, wherein A is N, X is SO, R1 is CF3, R2 is CH2CF3 and R5 is as defined in Table D.

[0586] Table C-24 Provided are seven compounds C-24.001 to C-24.007 of formula I-1-Qa, wherein A is N, X is SO, R1 is CF3, R2 is CF3 and R5 is as defined in Table D.

[0587] Table C-25 Provided are seven compounds C-25.001 to C-25.007 of formula I-1-Qa, wherein A is N, X is SO, R1 is CH3, R2 is H and R5 is as defined in Table D.

[0588] Table C-26 Provided are seven compounds C-26.001 to C-26.007 of formula I-1-Qa, wherein A is N, X is SO, R1 is CH3, R2 is CN and R5 is as defined in Table D.

[0589] Table C-27 Provided are seven compounds C-27.001 to C-27.007 of formula I-1-Qa, wherein A is N, X is SO, R1 is CH3, R2 is COCH3 and R5 is as defined in Table D.

[0590] Table C-28 Provided are seven compounds C-28.001 to C-28.007 of formula I-1-Qa, wherein A is N, X is SO, R1 is CH3, R2 is cPr and R5 is as defined in Table D.

[0591] Table C-29 Provided are seven compounds C-29.001 to C-29.007 of formula I-1-Qa, wherein A is N, X is SO, R1 is CH3, R2 is Me and R5 is as defined in Table D.

[0592] Table C-30 Provided are seven compounds C-30.001 to C-30.007 of formula I-1-Qa, wherein A is N, X is SO, R1 is CH3, R2 is Et and R5 is as defined in Table D.

[0593] Table C-31 Provided are seven compounds C-31.001 to C-31.007 of formula I-1-Qa, wherein A is N, X is SO, R1 is CH3, R2 is CH2CF3 and R5 is as defined in Table D.

[0594] Table C-32 Provided are seven compounds C-32.001 to C-32.007 of formula I-1-Qa, wherein A is N, X is SO, R1 is CH3, R2 is CF3 and R5 is as defined in Table D.

[0595] Table C-33 Provided are seven compounds C-33.001 to C-33.007 of formula I-1-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is H and R5 is as defined in Table D.

[0596] Table C-34 Provided are seven compounds C-34.001 to C-34.007 of formula I-1-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is CN and R5 is as defined in Table D.

[0597] Table C-35 Provided are seven compounds C-35.001 to C-35.007 of formula I-1-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is COCH3 and R5 is as defined in Table D.

[0598] Table C-36 Provided are seven compounds C-36.001 to C-36.007 of formula I-1-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is cPr and R5 is as defined in Table D.

[0599] Table C-37 Provided are seven compounds C-37.001 to C-37.007 of formula I-1-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is Me and R5 is as defined in Table D.

[0600] Table C-38 Provided are seven compounds C-38.001 to C-38.007 of formula I-1-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is Et and R5 is as defined in Table D.

[0601] Table C-39 Provided are seven compounds C-39.001 to C-39.007 of formula I-1-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is CH2CF3 and R5 is as defined in Table D.

[0602] Table C-40 Provided are seven compounds C-40.001 to C-40.007 of formula I-1-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is CF3 and R5 is as defined in Table D.

[0603] Table C-41 Provided are seven compounds C-41.001 to C-41.007 of formula I-1-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is H and R5 is as defined in Table D.

[0604] Table C-42 Provided are seven compounds C-42.001 to C-42.007 of formula I-1-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is CN and R5 is as defined in Table D.

[0605] Table C-43 Provided are seven compounds C-43.001 to C-43.007 of formula I-1-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is COCH3 and R5 is as defined in Table D.

[0606] Table C-44 Provided are seven compounds C-44.001 to C-44.007 of formula I-1-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is cPr and R5 is as defined in Table D.

[0607] Table C-45 Provided are seven compounds C-45.001 to C-45.007 of formula I-1-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is Me and R5 is as defined in Table D.

[0608] Table C-46 Provided are seven compounds C-46.001 to C-46.007 of formula I-1-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is Et and R5 is as defined in Table D.

[0609] Table C-47 Provided are seven compounds C-47.001 to C-47.007 of formula I-1-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is CH2CF3 and R5 is as defined in Table D.

[0610] Table C-48 Provided are seven compounds C-48.001 to C-48.007 of formula I-1-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is CF3 and R5 is as defined in Table D.

[0611] Table C-49 Provided are seven compounds C-49.001 to C-49.007 of formula I-1-Qa, wherein A is CH, X is S, R1 is CF3, R2 is H and R5 is as defined in Table D.

[0612] Table C-50Provided are seven compounds C-50.001 to C-50.007 of formula I-1-Qa, wherein A is CH, X is S, R1 is CF3, R2 is CN and R5 is as defined in Table D.

[0613] Table C-51 Provided are seven compounds C-51.001 to C-51.007 of formula I-1-Qa, wherein A is CH, X is S, R1 is CF3, R2 is COCH3 and R5 is as defined in Table D.

[0614] Table C-52 Provided are seven compounds C-52.001 to C-52.007 of formula I-1-Qa, wherein A is CH, X is S, R1 is CF3, R2 is cPr and R5 is as defined in Table D.

[0615] Table C-53 Provided are seven compounds C-53.001 to C-53.007 of formula I-1-Qa, wherein A is CH, X is S, R1 is CF3, R2 is Me and R5 is as defined in Table D.

[0616] Table C-54 Provided are seven compounds C-54.001 to C-54.007 of formula I-1-Qa, wherein A is CH, X is S, R1 is CF3, R2 is Et and R5 is as defined in Table D.

[0617] Table C-55 Provided are seven compounds C-55.001 to C-55.007 of formula I-1-Qa, wherein A is CH, X is S, R1 is CF3, R2 is CH2CF3 and R5 is as defined in Table D.

[0618] Table C-56 Provided are seven compounds C-56.001 to C-56.007 of formula I-1-Qa, wherein A is CH, X is S, R1 is CF3, R2 is CF3 and R5 is as defined in Table D.

[0619] Table C-57 Provided are seven compounds C-57.001 to C-57.007 of formula I-1-Qa, wherein A is CH, X is S, R1 is CH3, R2 is H and R5 is as defined in Table D.

[0620] Table C-58 Provided are seven compounds C-58.001 to C-58.007 of formula I-1-Qa, wherein A is CH, X is S, R1 is CH3, R2 is CN, and R5 is as defined in Table D.

[0621] Table C-59 Provided are seven compounds C-59.001 to C-59.007 of formula I-1-Qa, wherein A is CH, X is S, R1 is CH3, R2 is COCH3 and R5 is as defined in Table D.

[0622] Table C-60 Provided are seven compounds C-60.001 to C-60.007 of formula I-1-Qa, wherein A is CH, X is S, R1 is CH3, R2 is cPr and R5 is as defined in Table D.

[0623] Table C-61 Provided are seven compounds C-61.001 to C-61.007 of formula I-1-Qa, wherein A is CH, X is S, R1 is CH3, R2 is Me and R5 is as defined in Table D.

[0624] Table C-62 Provided are seven compounds C-62.001 to C-62.007 of formula I-1-Qa, wherein A is CH, X is S, R1 is CH3, R2 is Et, and R5 is as defined in Table D.

[0625] Table C-63 Provided are seven compounds C-63.001 to C-63.007 of formula I-1-Qa, wherein A is CH, X is S, R1 is CH3, R2 is CH2CF3 and R5 is as defined in Table D.

[0626] Table C-64 Provided are seven compounds C-64.001 to C-64.007 of formula I-1-Qa, wherein A is CH, X is S, R1 is CH3, R2 is CF3 and R5 is as defined in Table D.

[0627] Table C-65 Provided are seven compounds C-65.001 to C-65.007 of formula I-1-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is H and R5 is as defined in Table D.

[0628] Table C-66 Provided are seven compounds C-66.001 to C-66.007 of formula I-1-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is CN and R5 is as defined in Table D.

[0629] Table C-67 Provided are seven compounds C-67.001 to C-67.007 of formula I-1-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is COCH3 and R5 is as defined in Table D.

[0630] Table C-68 Provided are seven compounds C-68.001 to C-68.007 of formula I-1-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is cPr and R5 is as defined in Table D.

[0631] Table C-69 Provided are seven compounds C-69.001 to C-69.007 of formula I-1-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is Me and R5 is as defined in Table D.

[0632] Table C-70 Provided are seven compounds C-70.001 to C-70.007 of formula I-1-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is Et and R5 is as defined in Table D.

[0633] Table C-71 Provided are seven compounds C-71.001 to C-71.007 of formula I-1-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is CH2CF3 and R5 is as defined in Table D.

[0634] Table C-72 Provided are seven compounds C-72.001 to C-72.007 of formula I-1-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is CF3 and R5 is as defined in Table D.

[0635] Table C-73 Provided are seven compounds C-73.001 to C-73.007 of formula I-1-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is H, and R5 is as defined in Table D.

[0636] Table C-74 Provided are seven compounds C-74.001 to C-74.007 of formula I-1-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is CN and R5 is as defined in Table D.

[0637] Table C-75 Provided are seven compounds C-75.001 to C-75.007 of formula I-1-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is COCH3 and R5 is as defined in Table D.

[0638] Table C-76Provided are seven compounds C-76.001 to C-76.007 of formula I-1-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is cPr and R5 is as defined in Table D.

[0639] Table C-77 Provided are seven compounds C-77.001 to C-77.007 of formula I-1-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is Me and R5 is as defined in Table D.

[0640] Table C-78 Provided are seven compounds C-78.001 to C-78.007 of formula I-1-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is Et, and R5 is as defined in Table D.

[0641] Table C-79 Provided are seven compounds C-79.001 to C-79.007 of formula I-1-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is CH2CF3 and R5 is as defined in Table D.

[0642] Table C-80 Provided are seven compounds C-80.001 to C-80.007 of formula I-1-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is CF3 and R5 is as defined in Table D.

[0643] Table C-81 Provided are seven compounds C-81.001 to C-81.007 of formula I-1-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is H and R5 is as defined in Table D.

[0644] Table C-82 Provided are seven compounds C-82.001 to C-82.007 of formula I-1-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is CN and R5 is as defined in Table D.

[0645] Table C-83 Provided are seven compounds C-83.001 to C-83.007 of formula I-1-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is COCH3 and R5 is as defined in Table D.

[0646] Table C-84 Provided are seven compounds C-84.001 to C-84.007 of formula I-1-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is cPr and R5 is as defined in Table D.

[0647] Table C-85 Provided are seven compounds C-85.001 to C-85.007 of formula I-1-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is Me and R5 is as defined in Table D.

[0648] Table C-86 Provided are seven compounds C-86.001 to C-86.007 of formula I-1-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is Et and R5 is as defined in Table D.

[0649] Table C-87 Provided are seven compounds C-87.001 to C-87.007 of formula I-1-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is CH2CF3 and R5 is as defined in Table D.

[0650] Table C-88 Provided are seven compounds C-88.001 to C-88.007 of formula I-1-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is CF3 and R5 is as defined in Table D.

[0651] Table C-89 Provided are seven compounds C-89.001 to C-89.007 of formula I-1-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is H and R5 is as defined in Table D.

[0652] Table C-90 Provided are seven compounds C-90.001 to C-90.007 of formula I-1-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is CN and R5 is as defined in Table D.

[0653] Table C-91 Provided are seven compounds C-91.001 to C-91.007 of formula I-1-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is COCH3 and R5 is as defined in Table D.

[0654] Table C-92 Provided are seven compounds C-92.001 to C-92.007 of formula I-1-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is cPr and R5 is as defined in Table D.

[0655] Table C-93Provided are seven compounds C-93.001 to C-93.007 of formula I-1-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is Me and R5 is as defined in Table D.

[0656] Table C-94 Provided are seven compounds C-94.001 to C-94.007 of formula I-1-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is Et and R5 is as defined in Table D.

[0657] Table C-95 Provided are seven compounds C-95.001 to C-95.007 of formula I-1-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is CH2CF3 and R5 is as defined in Table D.

[0658] Table C-96 Provided are seven compounds C-96.001 to C-96.007 of formula I-1-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is CF3 and R5 is as defined in Table D.

[0659] Tables E-1 to E-96 below further illustrate specific compounds of the present invention.

[0660] "cPr" means cyclopropyl.

[0661]

[0662] Table E-1 Provided are 14 compounds E-1.001 to E-1.014 of formula I-2-Qb, wherein R1 is Me, R2 is H, A is N, X is S and R6 is as defined in Table B.

[0663] Table E-2 Provided are 14 compounds E-2.001 to E-2.014 of formula I-2-Qb wherein R1 is Me, R2 is H, A is N, X is SO and R6 is as defined in Table B.

[0664] Table E-3 Provided are 14 compounds E-3.001 to E-3.014 of formula I-2-Qb wherein R1 is Me, R2 is H, A is N, X is SO2 and R6 is as defined in Table B.

[0665] Table E-4 Provided are 14 compounds E-4.001 to E-4.014 of formula I-2-Qb wherein R1 is Me, R2 is H, A is CH, X is S and R6 is as defined in Table B.

[0666] Table E-5 Provided are 14 compounds E-5.001 to E-5.014 of formula I-2-Qb wherein R1 is Me, R2 is H, A is CH, X is SO and R6 is as defined in Table B.

[0667] Table E-6 Provided are 14 compounds E-6.001 to E-6.014 of formula I-2-Qb wherein R1 is Me, R2 is H, A is CH, X is SO2 and R6 is as defined in Table B.

[0668] Table E-7 Provided are 14 compounds E-7.001 to E-7.014 of formula I-2-Qb wherein R1 is Me, R2 is CN, A is N, X is S and R6 is as defined in Table B.

[0669] Table E-8 Provided are 14 compounds E-8.001 to E-8.014 of formula I-2-Qb, wherein R1 is Me, R2 is CN, A is N, X is SO and R6 is as defined in Table B.

[0670] Table E-9 Provided are 14 compounds E-9.001 to E-9.014 of formula I-2-Qb wherein R1 is Me, R2 is CN, A is N, X is SO2 and R6 is as defined in Table B.

[0671] Table E-10 Provided are 14 compounds E-10.001 to E-10.014 of formula I-2-Qb, wherein R1 is Me, R2 is CN, A is CH, X is S and R6 is as defined in Table B.

[0672] Table E-11 Provided are 14 compounds E-11.001 to E-11.014 of formula I-2-Qb, wherein R1 is Me, R2 is CN, A is CH, X is SO and R6 is as defined in Table B.

[0673] Table E-12 Provided are 14 compounds E-12.001 to E-12.014 of formula I-2-Qb, wherein R1 is Me, R2 is CN, A is CH, X is SO2 and R6 is as defined in Table B.

[0674] Table E-13 Provided are 14 compounds E-13.001 to E-13.014 of formula I-2-Qb, wherein R1 is Me, R2 is COCH3, A is N, X is S and R6 is as defined in Table B.

[0675] Table E-14 Provided are 14 compounds E-14.001 to E-14.014 of formula I-2-Qb, wherein R1 is Me, R2 is COCH3, A is N, X is SO and R6 is as defined in Table B.

[0676] Table E-15 Provided are 14 compounds E-15.001 to E-15.014 of formula I-2-Qb, wherein R1 is Me, R2 is COCH3, A is N, X is SO2 and R6 is as defined in Table B.

[0677] Table E-16 Provided are 14 compounds E-16.001 to E-16.014 of formula I-2-Qb, wherein R1 is Me, R2 is COCH3, A is CH, X is S and R6 is as defined in Table B.

[0678] Table E-17 Provided are 14 compounds E-17.001 to E-17.014 of formula I-2-Qb, wherein R1 is Me, R2 is COCH3, A is CH, X is SO and R6 is as defined in Table B.

[0679] Table E-18 Provided are 14 compounds E-18.001 to E-18.014 of formula I-2-Qb, wherein R1 is Me, R2 is COCH3, A is CH, X is SO2 and R6 is as defined in Table B.

[0680] Table E-19 Provided are 14 compounds E-19.001 to E-19.014 of formula I-2-Qb, wherein R1 is Me, R2 is cPr, A is N, X is S and R6 is as defined in Table B.

[0681] Table E-20 Provided are 14 compounds E-20.001 to E-20.014 of formula I-2-Qb, wherein R1 is Me, R2 is cPr, A is N, X is SO and R6 is as defined in Table B.

[0682] Table E-21 Provided are 14 compounds E-21.001 to E-21.014 of formula I-2-Qb, wherein R1 is Me, R2 is cPr, A is N, X is SO2 and R6 is as defined in Table B.

[0683] Table E-22Provided are 14 compounds E-22.001 to E-22.014 of formula I-2-Qb, wherein R1 is Me, R2 is cPr, A is CH, X is S and R6 is as defined in Table B.

[0684] Table E-23 Provided are 14 compounds E-23.001 to E-23.014 of formula I-2-Qb, wherein R1 is Me, R2 is cPr, A is CH, X is SO and R6 is as defined in Table B.

[0685] Table E-24 Provided are 14 compounds E-24.001 to E-24.014 of formula I-2-Qb, wherein R1 is Me, R2 is cPr, A is CH, X is SO2 and R6 is as defined in Table B.

[0686] Table E-25 Provided are 14 compounds E-25.001 to E-25.014 of formula I-2-Qb, wherein R1 is Me, R2 is Me, A is N, X is S and R6 is as defined in Table B.

[0687] Table E-26 Provided are 14 compounds E-26.001 to E-26.014 of formula I-2-Qb, wherein R1 is Me, R2 is Me, A is N, X is SO and R6 is as defined in Table B.

[0688] Table E-27 Provided are 14 compounds E-27.001 to E-27.014 of formula I-2-Qb, wherein R1 is Me, R2 is Me, A is N, X is SO2 and R6 is as defined in Table B.

[0689] Table E-28 Provided are 14 compounds E-28.001 to E-28.014 of formula I-2-Qb, wherein R1 is Me, R2 is Me, A is CH, X is S and R6 is as defined in Table B.

[0690] Table E-29 Provided are 14 compounds E-29.001 to E-29.014 of formula I-2-Qb, wherein R1 is Me, R2 is Me, A is CH, X is SO and R6 is as defined in Table B.

[0691] Table E-30 Provided are 14 compounds E-30.001 to E-30.014 of formula I-2-Qb, wherein R1 is Me, R2 is Me, A is CH, X is SO2 and R6 is as defined in Table B.

[0692] Table E-31 Provided are 14 compounds E-31.001 to E-31.014 of formula I-2-Qb, wherein R1 is Me, R2 is Et, A is N, X is S and R6 is as defined in Table B.

[0693] Table E-32 Provided are 14 compounds E-32.001 to E-32.014 of formula I-2-Qb, wherein R1 is Me, R2 is Et, A is N, X is SO and R6 is as defined in Table B.

[0694] Table E-33 Provided are 14 compounds E-33.001 to E-33.014 of formula I-2-Qb, wherein R1 is Me, R2 is Et, A is N, X is SO2 and R6 is as defined in Table B.

[0695] Table E-34 Provided are 14 compounds E-34.001 to E-34.014 of formula I-2-Qb, wherein R1 is Me, R2 is Et, A is CH, X is S and R6 is as defined in Table B.

[0696] Table E-35 Provided are 14 compounds E-35.001 to E-35.014 of formula I-2-Qb, wherein R1 is Me, R2 is Et, A is CH, X is SO and R6 is as defined in Table B.

[0697] Table E-36 Provided are 14 compounds E-36.001 to E-36.014 of formula I-2-Qb, wherein R1 is Me, R2 is Et, A is CH, X is SO2 and R6 is as defined in Table B.

[0698] Table E-37 Provided are 14 compounds E-37.001 to E-37.014 of formula I-2-Qb, wherein R1 is Me, R2 is CH2CF3, A is N, X is S and R6 is as defined in Table B.

[0699] Table E-38 Provided are 14 compounds E-38.001 to E-38.014 of formula I-2-Qb, wherein R1 is Me, R2 is CH2CF3, A is N, X is SO and R6 is as defined in Table B.

[0700] Table E-39 Provided are 14 compounds E-39.001 to E-39.014 of formula I-2-Qb, wherein R1 is Me, R2 is CH2CF3, A is N, X is SO2 and R6 is as defined in Table B.

[0701] Table E-40 Provided are 14 compounds E-40.001 to E-40.014 of formula I-2-Qb, wherein R1 is Me, R2 is CH2CF3, A is CH, X is S and R6 is as defined in Table B.

[0702] Table E-41 Provided are 14 compounds E-41.001 to E-41.014 of formula I-2-Qb, wherein R1 is Me, R2 is CH2CF3, A is CH, X is SO and R6 is as defined in Table B.

[0703] Table E-42 Provided are 14 compounds E-42.001 to E-42.014 of formula I-2-Qb, wherein R1 is Me, R2 is CH2CF3, A is CH, X is SO2 and R6 is as defined in Table B.

[0704] Table E-43 Provided are 14 compounds E-43.001 to E-43.014 of formula I-2-Qb, wherein R1 is Me, R2 is CF3, A is N, X is S and R6 is as defined in Table B.

[0705] Table E-44 Provided are 14 compounds E-44.001 to E-44.014 of formula I-2-Qb, wherein R1 is Me, R2 is CF3, A is N, X is SO and R6 is as defined in Table B.

[0706] Table E-45 Provided are 14 compounds E-45.001 to E-45.014 of formula I-2-Qb, wherein R1 is Me, R2 is CF3, A is N, X is SO2 and R6 is as defined in Table B.

[0707] Table E-46 Provided are 14 compounds E-46.001 to E-46.014 of formula I-2-Qb, wherein R1 is Me, R2 is CF3, A is CH, X is S and R6 is as defined in Table B.

[0708] Table E-47 Provided are 14 compounds E-47.001 to E-47.014 of formula I-2-Qb, wherein R1 is Me, R2 is CF3, A is CH, X is SO and R6 is as defined in Table B.

[0709] Table E-48Provided are 14 compounds E-48.001 to E-48.014 of formula I-2-Qb, wherein R1 is Me, R2 is CF3, A is CH, X is SO2 and R6 is as defined in Table B.

[0710] Table E-49 Provided are 14 compounds E-49.001 to E-49.014 of formula I-2-Qb, wherein R1 is CF3, R2 is H, A is N, X is S and R6 is as defined in Table B.

[0711] Table E-50 Provided are 14 compounds E-50.001 to E-50.014 of formula I-2-Qb, wherein R1 is CF3, R2 is H, A is N, X is SO and R6 is as defined in Table B.

[0712] Table E-51 Provided are 14 compounds E-51.001 to E-51.014 of formula I-2-Qb, wherein R1 is CF3, R2 is H, A is N, X is SO2 and R6 is as defined in Table B.

[0713] Table E-52 Provided are 14 compounds E-52.001 to E-52.014 of formula I-2-Qb, wherein R1 is CF3, R2 is H, A is CH, X is S and R6 is as defined in Table B.

[0714] Table E-53 Provided are 14 compounds E-53.001 to E-53.014 of formula I-2-Qb, wherein R1 is CF3, R2 is H, A is CH, X is SO and R6 is as defined in Table B.

[0715] Table E-54 Provided are 14 compounds E-54.001 to E-54.014 of formula I-2-Qb, wherein R1 is CF3, R2 is H, A is CH, X is SO2 and R6 is as defined in Table B.

[0716] Table E-55 Provided are 14 compounds E-55.001 to E-55.014 of formula I-2-Qb, wherein R1 is CF3, R2 is CN, A is N, X is S and R6 is as defined in Table B.

[0717] Table E-56 Provided are 14 compounds E-56.001 to E-56.014 of formula I-2-Qb, wherein R1 is CF3, R2 is CN, A is N, X is SO and R6 is as defined in Table B.

[0718] Table E-57 Provided are 14 compounds E-57.001 to E-57.014 of formula I-2-Qb, wherein R1 is CF3, R2 is CN, A is N, X is SO2 and R6 is as defined in Table B.

[0719] Table E-58 Provided are 14 compounds E-58.001 to E-58.014 of formula I-2-Qb, wherein R1 is CF3, R2 is CN, A is CH, X is S and R6 is as defined in Table B.

[0720] Table E-59 Provided are 14 compounds E-59.001 to E-59.014 of formula I-2-Qb, wherein R1 is CF3, R2 is CN, A is CH, X is SO and R6 is as defined in Table B.

[0721] Table E-60 Provided are 14 compounds E-60.001 to E-60.014 of formula I-2-Qb, wherein R1 is CF3, R2 is CN, A is CH, X is SO2 and R6 is as defined in Table B.

[0722] Table E-61 Provided are 14 compounds E-61.001 to E-61.014 of formula I-2-Qb, wherein R1 is CF3, R2 is COCH3, A is N, X is S and R6 is as defined in Table B.

[0723] Table E-62 Provided are 14 compounds E-62.001 to E-62.014 of formula I-2-Qb, wherein R1 is CF3, R2 is COCH3, A is N, X is SO and R6 is as defined in Table B.

[0724] Table E-63 Provided are 14 compounds E-63.001 to E-63.014 of formula I-2-Qb, wherein R1 is CF3, R2 is COCH3, A is N, X is SO2 and R6 is as defined in Table B.

[0725] Table E-64 Provided are 14 compounds E-64.001 to E-64.014 of formula I-2-Qb, wherein R1 is CF3, R2 is COCH3, A is CH, X is S and R6 is as defined in Table B.

[0726] Table E-65 Provided are 14 compounds E-65.001 to E-65.014 of formula I-2-Qb, wherein R1 is CF3, R2 is COCH3, A is CH, X is SO and R6 is as defined in Table B.

[0727] Table E-66 Provided are 14 compounds E-66.001 to E-66.014 of formula I-2-Qb, wherein R1 is CF3, R2 is COCH3, A is CH, X is SO2 and R6 is as defined in Table B.

[0728] Table E-67 Provided are 14 compounds E-67.001 to E-67.014 of formula I-2-Qb, wherein R1 is CF3, R2 is cPr, A is N, X is S and R6 is as defined in Table B.

[0729] Table E-68 Provided are 14 compounds E-68.001 to E-68.014 of formula I-2-Qb, wherein R1 is CF3, R2 is cPr, A is N, X is SO and R6 is as defined in Table B.

[0730] Table E-69 Provided are 14 compounds E-69.001 to E-69.014 of formula I-2-Qb, wherein R1 is CF3, R2 is cPr, A is N, X is SO2 and R6 is as defined in Table B.

[0731] Table E-70 Provided are 14 compounds E-70.001 to E-70.014 of formula I-2-Qb, wherein R1 is CF3, R2 is cPr, A is CH, X is S and R6 is as defined in Table B.

[0732] Table E-71 Provided are 14 compounds E-71.001 to E-71.014 of formula I-2-Qb, wherein R1 is CF3, R2 is cPr, A is CH, X is SO and R6 is as defined in Table B.

[0733] Table E-72 Provided are 14 compounds E-72.001 to E-72.014 of formula I-2-Qb, wherein R1 is CF3, R2 is cPr, A is CH, X is SO2 and R6 is as defined in Table B.

[0734] Table E-73 Provided are 14 compounds E-73.001 to E-73.014 of formula I-2-Qb, wherein R1 is CF3, R2 is Me, A is N, X is S and R6 is as defined in Table B.

[0735] Table E-74Provided are 14 compounds E-74.001 to E-74.014 of formula I-2-Qb, wherein R1 is CF3, R2 is Me, A is N, X is SO and R6 is as defined in Table B.

[0736] Table E-75 Provided are 14 compounds E-75.001 to E-75.014 of formula I-2-Qb, wherein R1 is CF3, R2 is Me, A is N, X is SO2 and R6 is as defined in Table B.

[0737] Table E-76 Provided are 14 compounds E-76.001 to E-76.014 of formula I-2-Qb, wherein R1 is CF3, R2 is Me, A is CH, X is S and R6 is as defined in Table B.

[0738] Table E-77 Provided are 14 compounds E-77.001 to E-77.014 of formula I-2-Qb, wherein R1 is CF3, R2 is Me, A is CH, X is SO and R6 is as defined in Table B.

[0739] Table E-78 Provided are 14 compounds E-78.001 to E-78.014 of formula I-2-Qb, wherein R1 is CF3, R2 is Me, A is CH, X is SO2 and R6 is as defined in Table B.

[0740] Table E-79 Provided are 14 compounds E-79.001 to E-79.014 of formula I-2-Qb, wherein R1 is CF3, R2 is Et, A is N, X is S and R6 is as defined in Table B.

[0741] Table E-80 Provided are 14 compounds E-80.001 to E-80.014 of formula I-2-Qb, wherein R1 is CF3, R2 is Et, A is N, X is SO and R6 is as defined in Table B.

[0742] Table E-81 Provided are 14 compounds E-81.001 to E-81.014 of formula I-2-Qb, wherein R1 is CF3, R2 is Et, A is N, X is SO2 and R6 is as defined in Table B.

[0743] Table E-82 Provided are 14 compounds E-82.001 to E-82.014 of formula I-2-Qb, wherein R1 is CF3, R2 is Et, A is CH, X is S and R6 is as defined in Table B.

[0744] Table E-83 Provided are 14 compounds E-83.001 to E-83.014 of formula I-2-Qb, wherein R1 is CF3, R2 is Et, A is CH, X is SO and R6 is as defined in Table B.

[0745] Table E-84 Provided are 14 compounds E-84.001 to E-84.014 of formula I-2-Qb, wherein R1 is CF3, R2 is Et, A is CH, X is SO2 and R6 is as defined in Table B.

[0746] Table E-85 Provided are 14 compounds E-85.001 to E-85.014 of formula I-2-Qb, wherein R1 is CF3, R2 is CH2CF3, A is N, X is S and R6 is as defined in Table B.

[0747] Table E-86 Provided are 14 compounds E-86.001 to E-86.014 of formula I-2-Qb, wherein R1 is CF3, R2 is CH2CF3, A is N, X is SO and R6 is as defined in Table B.

[0748] Table E-87 Provided are 14 compounds E-87.001 to E-87.014 of formula I-2-Qb, wherein R1 is CF3, R2 is CH2CF3, A is N, X is SO2 and R6 is as defined in Table B.

[0749] Table E-88 Provided are 14 compounds E-88.001 to E-88.014 of formula I-2-Qb, wherein R1 is CF3, R2 is CH2CF3, A is CH, X is S and R6 is as defined in Table B.

[0750] Table E-89 Provided are 14 compounds E-89.001 to E-89.014 of formula I-2-Qb, wherein R1 is CF3, R2 is CH2CF3, A is CH, X is SO and R6 is as defined in Table B.

[0751] Table E-90 Provided are 14 compounds E-90.001 to E-90.014 of formula I-2-Qb, wherein R1 is CF3, R2 is CH2CF3, A is CH, X is SO2 and R6 is as defined in Table B.

[0752] Table E-91Provided are 14 compounds E-91.001 to E-91.014 of formula I-2-Qb, wherein R1 is CF3, R2 is CF3, A is N, X is S and R6 is as defined in Table B.

[0753] Table E-92 Provided are 14 compounds E-92.001 to E-92.014 of formula I-2-Qb, wherein R1 is CF3, R2 is CF3, A is N, X is SO and R6 is as defined in Table B.

[0754] Table E-93 Provided are 14 compounds E-93.001 to E-93.014 of formula I-2-Qb, wherein R1 is CF3, R2 is CF3, A is N, X is SO2 and R6 is as defined in Table B.

[0755] Table E-94 Provided are 14 compounds E-94.001 to E-94.014 of formula I-2-Qb, wherein R1 is CF3, R2 is CF3, A is CH, X is S and R6 is as defined in Table B.

[0756] Table E-95 Provided are 14 compounds E-95.001 to E-95.014 of formula I-2-Qb, wherein R1 is CF3, R2 is CF3, A is CH, X is SO and R6 is as defined in Table B.

[0757] Table E-96 Provided are 14 compounds E-96.001 to E-96.014 of formula I-2-Qb, wherein R1 is CF3, R2 is CF3, A is CH, X is SO2 and R6 is as defined in Table B.

[0758] Tables F-1 through F-96 below further illustrate specific compounds of the present invention.

[0759] "cPr" means cyclopropyl.

[0760]

[0761] Table F-1 Provided are seven compounds F-1.001 to F-1.007 of formula I-2-Qa, wherein A is N, X is S, R1 is CF3, R2 is H and R5 is as defined in Table D.

[0762] Table F-2 Provided are seven compounds F-2.001 to F-2.007 of formula I-2-Qa, wherein A is N, X is S, R1 is CF3, R2 is CN and R5 is as defined in Table D.

[0763] Table F-3 Provided are seven compounds F-3.001 to F-3.007 of formula I-2-Qa, wherein A is N, X is S, R1 is CF3, R2 is COCH3 and R5 is as defined in Table D.

[0764] Table F-4 Provided are seven compounds F-4.001 to F-4.007 of formula I-2-Qa, wherein A is N, X is S, R1 is CF3, R2 is cPr and R5 is as defined in Table D.

[0765] Table F-5 Provided are seven compounds F-5.001 to F-5.007 of formula I-2-Qa, wherein A is N, X is S, R1 is CF3, R2 is Me and R5 is as defined in Table D.

[0766] Table F-6 Provided are seven compounds F-6.001 to F-6.007 of formula I-2-Qa, wherein A is N, X is S, R1 is CF3, R2 is Et and R5 is as defined in Table D.

[0767] Table F-7 Provided are seven compounds F-7.001 to F-7.007 of formula I-2-Qa, wherein A is N, X is S, R1 is CF3, R2 is CH2CF3 and R5 is as defined in Table D.

[0768] Table F-8 Provided are seven compounds F-8.001 to F-8.007 of formula I-2-Qa, wherein A is N, X is S, R1 is CF3, R2 is CF3 and R5 is as defined in Table D.

[0769] Table F-9 Provided are seven compounds F-9.001 to F-9.007 of formula I-2-Qa, wherein A is N, X is S, R1 is CH3, R2 is H and R5 is as defined in Table D.

[0770] Table F-10 Provided are seven compounds F-10.001 to F-10.007 having formula I-2-Qa, wherein A is N, X is S, R1 is CH3, R2 is CN and R5 is as defined in Table D.

[0771] Table F-11 Provided are seven compounds F-11.001 to F-11.007 of formula I-2-Qa, wherein A is N, X is S, R1 is CH3, R2 is COCH3 and R5 is as defined in Table D.

[0772] Table F-12 Provided are seven compounds F-12.001 to F-12.007 of formula I-2-Qa, wherein A is N, X is S, R1 is CH3, R2 is cPr and R5 is as defined in Table D.

[0773] Table F-13 Provided are seven compounds F-13.001 to F-13.007 of formula I-2-Qa, wherein A is N, X is S, R1 is CH3, R2 is Me and R5 is as defined in Table D.

[0774] Table F-14 Provided are seven compounds F-14.001 to F-14.007 of formula I-2-Qa, wherein A is N, X is S, R1 is CH3, R2 is Et and R5 is as defined in Table D.

[0775] Table F-15 Provided are seven compounds F-15.001 to F-15.007 of formula I-2-Qa, wherein A is N, X is S, R1 is CH3, R2 is CH2CF3 and R5 is as defined in Table D.

[0776] Table F-16 Provided are seven compounds F-16.001 to F-16.007 of formula I-2-Qa, wherein A is N, X is S, R1 is CH3, R2 is CF3 and R5 is as defined in Table D.

[0777] Table F-17 Provided are seven compounds F-17.001 to F-17.007 of formula I-2-Qa, wherein A is N, X is SO, R1 is CF3, R2 is H and R5 is as defined in Table D.

[0778] Table F-18 Provided are seven compounds F-18.001 to F-18.007 of formula I-2-Qa, wherein A is N, X is SO, R1 is CF3, R2 is CN and R5 is as defined in Table D.

[0779] Table F-19 Provided are seven compounds F-19.001 to F-19.007 having formula I-2-Qa, wherein A is N, X is SO, R1 is CF3, R2 is COCH3 and R5 is as defined in Table D.

[0780] Table F-20 Provided are seven compounds F-20.001 to F-20.007 having formula I-2-Qa, wherein A is N, X is SO, R1 is CF3, R2 is cPr and R5 is as defined in Table D.

[0781] Table F-21 Provided are seven compounds F-21.001 to F-21.007 of formula I-2-Qa, wherein A is N, X is SO, R1 is CF3, R2 is Me and R5 is as defined in Table D.

[0782] Table F-22 Provided are seven compounds F-22.001 to F-22.007 of formula I-2-Qa, wherein A is N, X is SO, R1 is CF3, R2 is Et and R5 is as defined in Table D.

[0783] Table F-23 Provided are seven compounds F-23.001 to F-23.007 of formula I-2-Qa, wherein A is N, X is SO, R1 is CF3, R2 is CH2CF3 and R5 is as defined in Table D.

[0784] Table F-24 Provided are seven compounds F-24.001 to F-24.007 of formula I-2-Qa, wherein A is N, X is SO, R1 is CF3, R2 is CF3 and R5 is as defined in Table D.

[0785] Table F-25 Provided are seven compounds F-25.001 to F-25.007 of formula I-2-Qa, wherein A is N, X is SO, R1 is CH3, R2 is H and R5 is as defined in Table D.

[0786] Table F-26 Provided are seven compounds F-26.001 to F-26.007 of formula I-2-Qa, wherein A is N, X is SO, R1 is CH3, R2 is CN and R5 is as defined in Table D.

[0787] Table F-27 Provided are seven compounds F-27.001 to F-27.007 of formula I-2-Qa, wherein A is N, X is SO, R1 is CH3, R2 is COCH3 and R5 is as defined in Table D.

[0788] Table F-28 Provided are seven compounds F-28.001 to F-28.007 of formula I-2-Qa, wherein A is N, X is SO, R1 is CH3, R2 is cPr and R5 is as defined in Table D.

[0789] Table F-29 Provided are seven compounds F-29.001 to F-29.007 of formula I-2-Qa, wherein A is N, X is SO, R1 is CH3, R2 is Me and R5 is as defined in Table D.

[0790] Table F-30 Provided are seven compounds F-30.001 to F-30.007 of formula I-2-Qa, wherein A is N, X is SO, R1 is CH3, R2 is Et and R5 is as defined in Table D.

[0791] Table F-31 Provided are seven compounds F-31.001 to F-31.007 of formula I-2-Qa, wherein A is N, X is SO, R1 is CH3, R2 is CH2CF3 and R5 is as defined in Table D.

[0792] Table F-32 Provided are seven compounds F-32.001 to F-32.007 of formula I-2-Qa, wherein A is N, X is SO, R1 is CH3, R2 is CF3 and R5 is as defined in Table D.

[0793] Table F-33 Provided are seven compounds F-33.001 to F-33.007 of formula I-2-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is H and R5 is as defined in Table D.

[0794] Table F-34 Provided are seven compounds F-34.001 to F-34.007 of formula I-2-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is CN and R5 is as defined in Table D.

[0795] Table F-35 Provided are seven compounds F-35.001 to F-35.007 of formula I-2-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is COCH3 and R5 is as defined in Table D.

[0796] Table F-36 Provided are seven compounds F-36.001 to F-36.007 of formula I-2-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is cPr and R5 is as defined in Table D.

[0797] Table F-37 Provided are seven compounds F-37.001 to F-37.007 of formula I-2-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is Me and R5 is as defined in Table D.

[0798] Table F-38 Provided are seven compounds F-38.001 to F-38.007 of formula I-2-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is Et and R5 is as defined in Table D.

[0799] Table F-39 Provided are seven compounds F-39.001 to F-39.007 of formula I-2-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is CH2CF3 and R5 is as defined in Table D.

[0800] Table F-40 Provided are seven compounds F-40.001 to F-40.007 having the formula I-2-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is CF3 and R5 is as defined in Table D.

[0801] Table F-41 Provided are seven compounds F-41.001 to F-41.007 of formula I-2-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is H and R5 is as defined in Table D.

[0802] Table F-42 Provided are seven compounds F-42.001 to F-42.007 of formula I-2-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is CN and R5 is as defined in Table D.

[0803] Table F-43 Provided are seven compounds F-43.001 to F-43.007 of formula I-2-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is COCH3 and R5 is as defined in Table D.

[0804] Table F-44 Provided are seven compounds F-44.001 to F-44.007 of formula I-2-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is cPr and R5 is as defined in Table D.

[0805] Table F-45 Provided are seven compounds F-45.001 to F-45.007 of formula I-2-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is Me and R5 is as defined in Table D.

[0806] Table F-46 Provided are seven compounds F-46.001 to F-46.007 of formula I-2-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is Et and R5 is as defined in Table D.

[0807] Table F-47Provided are seven compounds F-47.001 to F-47.007 of formula I-2-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is CH2CF3 and R5 is as defined in Table D.

[0808] Table F-48 Provided are seven compounds F-48.001 to F-48.007 of formula I-2-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is CF3 and R5 is as defined in Table D.

[0809] Table F-49 Provided are seven compounds F-49.001 to F-49.007 of formula I-2-Qa, wherein A is CH, X is S, R1 is CF3, R2 is H and R5 is as defined in Table D.

[0810] Table F-50 Provided are seven compounds F-50.001 to F-50.007 having formula I-2-Qa, wherein A is CH, X is S, R1 is CF3, R2 is CN and R5 is as defined in Table D.

[0811] Table F-51 Provided are seven compounds F-51.001 to F-51.007 of formula I-2-Qa, wherein A is CH, X is S, R1 is CF3, R2 is COCH3 and R5 is as defined in Table D.

[0812] Table F-52 Provided are seven compounds F-52.001 to F-52.007 of formula I-2-Qa, wherein A is CH, X is S, R1 is CF3, R2 is cPr and R5 is as defined in Table D.

[0813] Table F-53 Provided are seven compounds F-53.001 to F-53.007 of formula I-2-Qa, wherein A is CH, X is S, R1 is CF3, R2 is Me and R5 is as defined in Table D.

[0814] Table F-54 Provided are seven compounds F-54.001 to F-54.007 of formula I-2-Qa, wherein A is CH, X is S, R1 is CF3, R2 is Et and R5 is as defined in Table D.

[0815] Table F-55 Provided are seven compounds F-55.001 to F-55.007 of formula I-2-Qa, wherein A is CH, X is S, R1 is CF3, R2 is CH2CF3 and R5 is as defined in Table D.

[0816] Table F-56 Provided are seven compounds F-56.001 to F-56.007 of formula I-2-Qa, wherein A is CH, X is S, R1 is CF3, R2 is CF3 and R5 is as defined in Table D.

[0817] Table F-57 Provided are seven compounds F-57.001 to F-57.007 of formula I-2-Qa, wherein A is CH, X is S, R1 is CH3, R2 is H and R5 is as defined in Table D.

[0818] Table F-58 Provided are seven compounds F-58.001 to F-58.007 of formula I-2-Qa, wherein A is CH, X is S, R1 is CH3, R2 is CN, and R5 is as defined in Table D.

[0819] Table F-59 Provided are seven compounds F-59.001 to F-59.007 of formula I-2-Qa, wherein A is CH, X is S, R1 is CH3, R2 is COCH3 and R5 is as defined in Table D.

[0820] Table F-60 Provided are seven compounds F-60.001 to F-60.007 having the formula I-2-Qa, wherein A is CH, X is S, R1 is CH3, R2 is cPr and R5 is as defined in Table D.

[0821] Table F-61 Provided are seven compounds F-61.001 to F-61.007 of formula I-2-Qa, wherein A is CH, X is S, R1 is CH3, R2 is Me and R5 is as defined in Table D.

[0822] Table F-62 Provided are seven compounds F-62.001 to F-62.007 of formula I-2-Qa, wherein A is CH, X is S, R1 is CH3, R2 is Et, and R5 is as defined in Table D.

[0823] Table F-63 Provided are seven compounds F-63.001 to F-63.007 of formula I-2-Qa, wherein A is CH, X is S, R1 is CH3, R2 is CH2CF3 and R5 is as defined in Table D.

[0824] Table F-64 Provided are seven compounds F-64.001 to F-64.007 of formula I-2-Qa, wherein A is CH, X is S, R1 is CH3, R2 is CF3 and R5 is as defined in Table D.

[0825] Table F-65 Provided are seven compounds F-65.001 to F-65.007 of formula I-2-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is H and R5 is as defined in Table D.

[0826] Table F-66 Provided are seven compounds F-66.001 to F-66.007 of formula I-2-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is CN and R5 is as defined in Table D.

[0827] Table F-67 Provided are seven compounds F-67.001 to F-67.007 having formula I-2-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is COCH3 and R5 is as defined in Table D.

[0828] Table F-68 Provided are seven compounds F-68.001 to F-68.007 of formula I-2-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is cPr and R5 is as defined in Table D.

[0829] Table F-69 Provided are seven compounds F-69.001 to F-69.007 of formula I-2-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is Me and R5 is as defined in Table D.

[0830] Table F-70 Provided are seven compounds F-70.001 to F-70.007 of formula I-2-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is Et and R5 is as defined in Table D.

[0831] Table F-71 Provided are seven compounds F-71.001 to F-71.007 of formula I-2-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is CH2CF3 and R5 is as defined in Table D.

[0832] Table F-72 Provided are seven compounds F-72.001 to F-72.007 having the formula I-2-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is CF3 and R5 is as defined in Table D.

[0833] Table F-73 Provided are seven compounds F-73.001 to F-73.007 of formula I-2-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is H and R5 is as defined in Table D.

[0834] Table F-74 Provided are seven compounds F-74.001 to F-74.007 of formula I-2-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is CN, and R5 is as defined in Table D.

[0835] Table F-75 Provided are seven compounds F-75.001 to F-75.007 of formula I-2-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is COCH3 and R5 is as defined in Table D.

[0836] Table F-76 Provided are seven compounds F-76.001 to F-76.007 of formula I-2-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is cPr and R5 is as defined in Table D.

[0837] Table F-77 Provided are seven compounds F-77.001 to F-77.007 having the formula I-2-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is Me and R5 is as defined in Table D.

[0838] Table F-78 Provided are seven compounds F-78.001 to F-78.007 of formula I-2-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is Et and R5 is as defined in Table D.

[0839] Table F-79 Provided are seven compounds F-79.001 to F-79.007 having formula I-2-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is CH2CF3 and R5 is as defined in Table D.

[0840] Table F-80 Provided are seven compounds F-80.001 to F-80.007 having formula I-2-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is CF3 and R5 is as defined in Table D.

[0841] Table F-81 Provided are seven compounds F-81.001 to F-81.007 having formula I-2-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is H and R5 is as defined in Table D.

[0842] Table F-82Provided are seven compounds F-82.001 to F-82.007 of formula I-2-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is CN and R5 is as defined in Table D.

[0843] Table F-83 Provided are seven compounds F-83.001 to F-83.007 having the formula I-2-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is COCH3 and R5 is as defined in Table D.

[0844] Table F-84 Provided are seven compounds F-84.001 to F-84.007 of formula I-2-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is cPr and R5 is as defined in Table D.

[0845] Table F-85 Provided are seven compounds F-85.001 to F-85.007 of formula I-2-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is Me and R5 is as defined in Table D.

[0846] Table F-86 Provided are seven compounds F-86.001 to F-86.007 of formula I-2-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is Et and R5 is as defined in Table D.

[0847] Table F-87 Provided are seven compounds F-87.001 to F-87.007 having the formula I-2-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is CH2CF3 and R5 is as defined in Table D.

[0848] Table F-88 Provided are seven compounds F-88.001 to F-88.007 having the formula I-2-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is CF3 and R5 is as defined in Table D.

[0849] Table F-89 Provided are seven compounds F-89.001 to F-89.007 having the formula I-2-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is H and R5 is as defined in Table D.

[0850] Table F-90 Provided are seven compounds F-90.001 to F-90.007 having the formula I-2-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is CN and R5 is as defined in Table D.

[0851] Table F-91 Provided are seven compounds F-91.001 to F-91.007 of formula I-2-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is COCH3 and R5 is as defined in Table D.

[0852] Table F-92 Provided are seven compounds F-92.001 to F-92.007 having the formula I-2-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is cPr and R5 is as defined in Table D.

[0853] Table F-93 Provided are seven compounds F-93.001 to F-93.007 of formula I-2-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is Me and R5 is as defined in Table D.

[0854] Table F-94 Provided are seven compounds F-94.001 to F-94.007 of formula I-2-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is Et and R5 is as defined in Table D.

[0855] Table F-95 Provided are seven compounds F-95.001 to F-95.007 having the formula I-2-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is CH2CF3 and R5 is as defined in Table D.

[0856] Table F-96 Provided are seven compounds F-96.001 to F-96.007 of formula I-2-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is CF3 and R5 is as defined in Table D.

[0857] Tables G-1 through G-96 below further illustrate specific compounds of the present invention.

[0858] "cPr" means cyclopropyl.

[0859]

[0860] Table G-1 Provided are 14 compounds G-1.001 to G-1.014 of formula I-3-Qb wherein R1 is Me, R2 is H, A is N, X is S and R6 is as defined in Table B.

[0861] Table G-2Provided are 14 compounds G-2.001 to G-2.014 of formula I-3-Qb wherein R1 is Me, R2 is H, A is N, X is SO and R6 is as defined in Table B.

[0862] Table G-3 Provided are 14 compounds G-3.001 to G-3.014 of formula I-3-Qb wherein R1 is Me, R2 is H, A is N, X is SO2 and R6 is as defined in Table B.

[0863] Table G-4 Provided are 14 compounds G-4.001 to G-4.014 of formula I-3-Qb wherein R1 is Me, R2 is H, A is CH, X is S and R6 is as defined in Table B.

[0864] Table G-5 Provided are 14 compounds G-5.001 to G-5.014 of formula I-3-Qb wherein R1 is Me, R2 is H, A is CH, X is SO and R6 is as defined in Table B.

[0865] Table G-6 Provided are 14 compounds G-6.001 to G-6.014 of formula I-3-Qb wherein R1 is Me, R2 is H, A is CH, X is SO2 and R6 is as defined in Table B.

[0866] Table G-7 Provided are 14 compounds G-7.001 to G-7.014 of formula I-3-Qb wherein R1 is Me, R2 is CN, A is N, X is S and R6 is as defined in Table B.

[0867] Table G-8 Provided are 14 compounds G-8.001 to G-8.014 of formula I-3-Qb wherein R1 is Me, R2 is CN, A is N, X is SO and R6 is as defined in Table B.

[0868] Table G-9 Provided are 14 compounds G-9.001 to G-9.014 of formula I-3-Qb wherein R1 is Me, R2 is CN, A is N, X is SO2 and R6 is as defined in Table B.

[0869] Table G-10 Provided are 14 compounds G-10.001 to G-10.014 of formula I-3-Qb, wherein R1 is Me, R2 is CN, A is CH, X is S and R6 is as defined in Table B.

[0870] Table G-11Provided are 14 compounds G-11.001 to G-11.014 of formula I-3-Qb wherein R1 is Me, R2 is CN, A is CH, X is SO and R6 is as defined in Table B.

[0871] Table G-12 Provided are 14 compounds G-12.001 to G-12.014 of formula I-3-Qb wherein R1 is Me, R2 is CN, A is CH, X is SO2 and R6 is as defined in Table B.

[0872] Table G-13 Provided are 14 compounds G-13.001 to G-13.014 of formula I-3-Qb, wherein R1 is Me, R2 is COCH3, A is N, X is S and R6 is as defined in Table B.

[0873] Table G-14 Provided are 14 compounds G-14.001 to G-14.014 of formula I-3-Qb, wherein R1 is Me, R2 is COCH3, A is N, X is SO and R6 is as defined in Table B.

[0874] Table G-15 Provided are 14 compounds G-15.001 to G-15.014 of formula I-3-Qb wherein R1 is Me, R2 is COCH3, A is N, X is SO2 and R6 is as defined in Table B.

[0875] Table G-16 Provided are 14 compounds G-16.001 to G-16.014 of formula I-3-Qb wherein R1 is Me, R2 is COCH3, A is CH, X is S and R6 is as defined in Table B.

[0876] Table G-17 Provided are 14 compounds G-17.001 to G-17.014 of formula I-3-Qb, wherein R1 is Me, R2 is COCH3, A is CH, X is SO and R6 is as defined in Table B.

[0877] Table G-18 Provided are 14 compounds G-18.001 to G-18.014 of formula I-3-Qb wherein R1 is Me, R2 is COCH3, A is CH, X is SO2 and R6 is as defined in Table B.

[0878] Table G-19 Provided are 14 compounds G-19.001 to G-19.014 of formula I-3-Qb wherein R1 is Me, R2 is cPr, A is N, X is S and R6 is as defined in Table B.

[0879] Table G-20 Provided are 14 compounds G-20.001 to G-20.014 of formula I-3-Qb, wherein R1 is Me, R2 is cPr, A is N, X is SO and R6 is as defined in Table B.

[0880] Table G-21 Provided are 14 compounds G-21.001 to G-21.014 of formula I-3-Qb wherein R1 is Me, R2 is cPr, A is N, X is SO2 and R6 is as defined in Table B.

[0881] Table G-22 Provided are 14 compounds G-22.001 to G-22.014 of formula I-3-Qb wherein R1 is Me, R2 is cPr, A is CH, X is S and R6 is as defined in Table B.

[0882] Table G-23 Provided are 14 compounds G-23.001 to G-23.014 of formula I-3-Qb, wherein R1 is Me, R2 is cPr, A is CH, X is SO and R6 is as defined in Table B.

[0883] Table G-24 Provided are 14 compounds G-24.001 to G-24.014 of formula I-3-Qb wherein R1 is Me, R2 is cPr, A is CH, X is SO2 and R6 is as defined in Table B.

[0884] Table G-25 Provided are 14 compounds G-25.001 to G-25.014 of formula I-3-Qb wherein R1 is Me, R2 is Me, A is N, X is S and R6 is as defined in Table B.

[0885] Table G-26 Provided are 14 compounds G-26.001 to G-26.014 of formula I-3-Qb wherein R1 is Me, R2 is Me, A is N, X is SO and R6 is as defined in Table B.

[0886] Table G-27 Provided are 14 compounds G-27.001 to G-27.014 of formula I-3-Qb wherein R1 is Me, R2 is Me, A is N, X is SO2 and R6 is as defined in Table B.

[0887] Table G-28 Provided are 14 compounds G-28.001 to G-28.014 of formula I-3-Qb wherein R1 is Me, R2 is Me, A is CH, X is S and R6 is as defined in Table B.

[0888] Table G-29 Provided are 14 compounds G-29.001 to G-29.014 of formula I-3-Qb wherein R1 is Me, R2 is Me, A is CH, X is SO and R6 is as defined in Table B.

[0889] Table G-30 Provided are 14 compounds G-30.001 to G-30.014 of formula I-3-Qb, wherein R1 is Me, R2 is Me, A is CH, X is SO2 and R6 is as defined in Table B.

[0890] Table G-31 Provided are 14 compounds G-31.001 to G-31.014 of formula I-3-Qb wherein R1 is Me, R2 is Et, A is N, X is S and R6 is as defined in Table B.

[0891] Table G-32 Provided are 14 compounds G-32.001 to G-32.014 of formula I-3-Qb wherein R1 is Me, R2 is Et, A is N, X is SO and R6 is as defined in Table B.

[0892] Table G-33 Provided are 14 compounds G-33.001 to G-33.014 of formula I-3-Qb wherein R1 is Me, R2 is Et, A is N, X is SO2 and R6 is as defined in Table B.

[0893] Table G-34 Provided are 14 compounds G-34.001 to G-34.014 of formula I-3-Qb wherein R1 is Me, R2 is Et, A is CH, X is S and R6 is as defined in Table B.

[0894] Table G-35 Provided are 14 compounds G-35.001 to G-35.014 of formula I-3-Qb, wherein R1 is Me, R2 is Et, A is CH, X is SO and R6 is as defined in Table B.

[0895] Table G-36 Provided are 14 compounds G-36.001 to G-36.014 of formula I-3-Qb wherein R1 is Me, R2 is Et, A is CH, X is SO2 and R6 is as defined in Table B.

[0896] Table G-37Provided are 14 compounds G-37.001 to G-37.014 of formula I-3-Qb, wherein R1 is Me, R2 is CH2CF3, A is N, X is S and R6 is as defined in Table B.

[0897] Table G-38 Provided are 14 compounds G-38.001 to G-38.014 of formula I-3-Qb, wherein R1 is Me, R2 is CH2CF3, A is N, X is SO and R6 is as defined in Table B.

[0898] Table G-39 Provided are 14 compounds G-39.001 to G-39.014 of formula I-3-Qb wherein R1 is Me, R2 is CH2CF3, A is N, X is SO2 and R6 is as defined in Table B.

[0899] Table G-40 Provided are 14 compounds G-40.001 to G-40.014 of formula I-3-Qb, wherein R1 is Me, R2 is CH2CF3, A is CH, X is S and R6 is as defined in Table B.

[0900] Table G-41 Provided are 14 compounds G-41.001 to G-41.014 of formula I-3-Qb wherein R1 is Me, R2 is CH2CF3, A is CH, X is SO and R6 is as defined in Table B.

[0901] Table G-42 Provided are 14 compounds G-42.001 to G-42.014 of formula I-3-Qb wherein R1 is Me, R2 is CH2CF3, A is CH, X is SO2 and R6 is as defined in Table B.

[0902] Table G-43 Provided are 14 compounds G-43.001 to G-43.014 of formula I-3-Qb wherein R1 is Me, R2 is CF3, A is N, X is S and R6 is as defined in Table B.

[0903] Table G-44 Provided are 14 compounds G-44.001 to G-44.014 of formula I-3-Qb wherein R1 is Me, R2 is CF3, A is N, X is SO and R6 is as defined in Table B.

[0904] Table G-45 Provided are 14 compounds G-45.001 to G-45.014 of formula I-3-Qb wherein R1 is Me, R2 is CF3, A is N, X is SO2 and R6 is as defined in Table B.

[0905] Table G-46 Provided are 14 compounds G-46.001 to G-46.014 of formula I-3-Qb wherein R1 is Me, R2 is CF3, A is CH, X is S and R6 is as defined in Table B.

[0906] Table G-47 Provided are 14 compounds G-47.001 to G-47.014 of formula I-3-Qb, wherein R1 is Me, R2 is CF3, A is CH, X is SO and R6 is as defined in Table B.

[0907] Table G-48 Provided are 14 compounds G-48.001 to G-48.014 of formula I-3-Qb wherein R1 is Me, R2 is CF3, A is CH, X is SO2 and R6 is as defined in Table B.

[0908] Table G-49 Provided are 14 compounds G-49.001 to G-49.014 of formula I-3-Qb wherein R1 is CF3, R2 is H, A is N, X is S and R6 is as defined in Table B.

[0909] Table G-50 Provided are 14 compounds G-50.001 to G-50.014 of formula I-3-Qb, wherein R1 is CF3, R2 is H, A is N, X is SO and R6 is as defined in Table B.

[0910] Table G-51 Provided are 14 compounds G-51.001 to G-51.014 of formula I-3-Qb wherein R1 is CF3, R2 is H, A is N, X is SO2 and R6 is as defined in Table B.

[0911] Table G-52 Provided are 14 compounds G-52.001 to G-52.014 of formula I-3-Qb wherein R1 is CF3, R2 is H, A is CH, X is S and R6 is as defined in Table B.

[0912] Table G-53 Provided are 14 compounds G-53.001 to G-53.014 of formula I-3-Qb, wherein R1 is CF3, R2 is H, A is CH, X is SO and R6 is as defined in Table B.

[0913] Table G-54 Provided are 14 compounds G-54.001 to G-54.014 of formula I-3-Qb wherein R1 is CF3, R2 is H, A is CH, X is SO2 and R6 is as defined in Table B.

[0914] Table G-55 Provided are 14 compounds G-55.001 to G-55.014 of formula I-3-Qb, wherein R1 is CF3, R2 is CN, A is N, X is S and R6 is as defined in Table B.

[0915] Table G-56 Provided are 14 compounds G-56.001 to G-56.014 of formula I-3-Qb, wherein R1 is CF3, R2 is CN, A is N, X is SO and R6 is as defined in Table B.

[0916] Table G-57 Provided are 14 compounds G-57.001 to G-57.014 of formula I-3-Qb, wherein R1 is CF3, R2 is CN, A is N, X is SO2 and R6 is as defined in Table B.

[0917] Table G-58 Provided are 14 compounds G-58.001 to G-58.014 of formula I-3-Qb, wherein R1 is CF3, R2 is CN, A is CH, X is S and R6 is as defined in Table B.

[0918] Table G-59 Provided are 14 compounds G-59.001 to G-59.014 of formula I-3-Qb, wherein R1 is CF3, R2 is CN, A is CH, X is SO and R6 is as defined in Table B.

[0919] Table G-60 Provided are 14 compounds G-60.001 to G-60.014 of formula I-3-Qb, wherein R1 is CF3, R2 is CN, A is CH, X is SO2 and R6 is as defined in Table B.

[0920] Table G-61 Provided are 14 compounds G-61.001 to G-61.014 of formula I-3-Qb, wherein R1 is CF3, R2 is COCH3, A is N, X is S and R6 is as defined in Table B.

[0921] Table G-62 Provided are 14 compounds G-62.001 to G-62.014 of formula I-3-Qb, wherein R1 is CF3, R2 is COCH3, A is N, X is SO and R6 is as defined in Table B.

[0922] Table G-63Provided are 14 compounds G-63.001 to G-63.014 of formula I-3-Qb, wherein R1 is CF3, R2 is COCH3, A is N, X is SO2 and R6 is as defined in Table B.

[0923] Table G-64 Provided are 14 compounds G-64.001 to G-64.014 of formula I-3-Qb, wherein R1 is CF3, R2 is COCH3, A is CH, X is S and R6 is as defined in Table B.

[0924] Table G-65 Provided are 14 compounds G-65.001 to G-65.014 of formula I-3-Qb, wherein R1 is CF3, R2 is COCH3, A is CH, X is SO and R6 is as defined in Table B.

[0925] Table G-66 Provided are 14 compounds G-66.001 to G-66.014 of formula I-3-Qb, wherein R1 is CF3, R2 is COCH3, A is CH, X is SO2 and R6 is as defined in Table B.

[0926] Table G-67 Provided are 14 compounds G-67.001 to G-67.014 of formula I-3-Qb, wherein R1 is CF3, R2 is cPr, A is N, X is S and R6 is as defined in Table B.

[0927] Table G-68 Provided are 14 compounds G-68.001 to G-68.014 of formula I-3-Qb, wherein R1 is CF3, R2 is cPr, A is N, X is SO and R6 is as defined in Table B.

[0928] Table G-69 Provided are 14 compounds G-69.001 to G-69.014 of formula I-3-Qb, wherein R1 is CF3, R2 is cPr, A is N, X is SO2 and R6 is as defined in Table B.

[0929] Table G-70 Provided are 14 compounds G-70.001 to G-70.014 of formula I-3-Qb, wherein R1 is CF3, R2 is cPr, A is CH, X is S and R6 is as defined in Table B.

[0930] Table G-71 Provided are 14 compounds G-71.001 to G-71.014 of formula I-3-Qb, wherein R1 is CF3, R2 is cPr, A is CH, X is SO and R6 is as defined in Table B.

[0931] Table G-72 Provided are 14 compounds G-72.001 to G-72.014 of formula I-3-Qb, wherein R1 is CF3, R2 is cPr, A is CH, X is SO2 and R6 is as defined in Table B.

[0932] Table G-73 Provided are 14 compounds G-73.001 to G-73.014 of formula I-3-Qb, wherein R1 is CF3, R2 is Me, A is N, X is S and R6 is as defined in Table B.

[0933] Table G-74 Provided are 14 compounds G-74.001 to G-74.014 of formula I-3-Qb, wherein R1 is CF3, R2 is Me, A is N, X is SO and R6 is as defined in Table B.

[0934] Table G-75 Provided are 14 compounds G-75.001 to G-75.014 of formula I-3-Qb wherein R1 is CF3, R2 is Me, A is N, X is SO2 and R6 is as defined in Table B.

[0935] Table G-76 Provided are 14 compounds G-76.001 to G-76.014 of formula I-3-Qb wherein R1 is CF3, R2 is Me, A is CH, X is S and R6 is as defined in Table B.

[0936] Table G-77 Provided are 14 compounds G-77.001 to G-77.014 of formula I-3-Qb, wherein R1 is CF3, R2 is Me, A is CH, X is SO and R6 is as defined in Table B.

[0937] Table G-78 Provided are 14 compounds G-78.001 to G-78.014 of formula I-3-Qb, wherein R1 is CF3, R2 is Me, A is CH, X is SO2 and R6 is as defined in Table B.

[0938] Table G-79 Provided are 14 compounds G-79.001 to G-79.014 of formula I-3-Qb, wherein R1 is CF3, R2 is Et, A is N, X is S and R6 is as defined in Table B.

[0939] Table G-80Provided are 14 compounds G-80.001 to G-80.014 of formula I-3-Qb, wherein R1 is CF3, R2 is Et, A is N, X is SO and R6 is as defined in Table B.

[0940] Table G-81 Provided are 14 compounds G-81.001 to G-81.014 of formula I-3-Qb wherein R1 is CF3, R2 is Et, A is N, X is SO2 and R6 is as defined in Table B.

[0941] Table G-82 Provided are 14 compounds G-82.001 to G-82.014 of formula I-3-Qb wherein R1 is CF3, R2 is Et, A is CH, X is S and R6 is as defined in Table B.

[0942] Table G-83 Provided are 14 compounds G-83.001 to G-83.014 of formula I-3-Qb, wherein R1 is CF3, R2 is Et, A is CH, X is SO and R6 is as defined in Table B.

[0943] Table G-84 Provided are 14 compounds G-84.001 to G-84.014 of formula I-3-Qb wherein R1 is CF3, R2 is Et, A is CH, X is SO2 and R6 is as defined in Table B.

[0944] Table G-85 Provided are 14 compounds G-85.001 to G-85.014 of formula I-3-Qb, wherein R1 is CF3, R2 is CH2CF3, A is N, X is S and R6 is as defined in Table B.

[0945] Table G-86 Provided are 14 compounds G-86.001 to G-86.014 of formula I-3-Qb, wherein R1 is CF3, R2 is CH2CF3, A is N, X is SO and R6 is as defined in Table B.

[0946] Table G-87 Provided are 14 compounds G-87.001 to G-87.014 having formula I-3-Qb, wherein R1 is CF3, R2 is CH2CF3, A is N, X is SO2 and R6 is as defined in Table B.

[0947] Table G-88 Provided are 14 compounds G-88.001 to G-88.014 having formula I-3-Qb, wherein R1 is CF3, R2 is CH2CF3, A is CH, X is S and R6 is as defined in Table B.

[0948] Table G-89 Provided are 14 compounds G-89.001 to G-89.014 having formula I-3-Qb, wherein R1 is CF3, R2 is CH2CF3, A is CH, X is SO and R6 is as defined in Table B.

[0949] Table G-90 Provided are 14 compounds G-90.001 to G-90.014 having formula I-3-Qb, wherein R1 is CF3, R2 is CH2CF3, A is CH, X is SO2 and R6 is as defined in Table B.

[0950] Table G-91 Provided are 14 compounds G-91.001 to G-91.014 of formula I-3-Qb, wherein R1 is CF3, R2 is CF3, A is N, X is S and R6 is as defined in Table B.

[0951] Table G-92 Provided are 14 compounds G-92.001 to G-92.014 of formula I-3-Qb wherein R1 is CF3, R2 is CF3, A is N, X is SO and R6 is as defined in Table B.

[0952] Table G-93 Provided are 14 compounds G-93.001 to G-93.014 of formula I-3-Qb wherein R1 is CF3, R2 is CF3, A is N, X is SO2 and R6 is as defined in Table B.

[0953] Table G-94 Provided are 14 compounds G-94.001 to G-94.014 of formula I-3-Qb, wherein R1 is CF3, R2 is CF3, A is CH, X is S and R6 is as defined in Table B.

[0954] Table G-95 Provided are 14 compounds G-95.001 to G-95.014 of formula I-3-Qb, wherein R1 is CF3, R2 is CF3, A is CH, X is SO and R6 is as defined in Table B.

[0955] Table G-96 Provided are 14 compounds G-96.001 to G-96.014 of formula I-3-Qb wherein R1 is CF3, R2 is CF3, A is CH, X is SO2 and R6 is as defined in Table B.

[0956] Tables H-1 through H-96 below further illustrate specific compounds of the present invention.

[0957] "cPr" means cyclopropyl.

[0958]

[0959] Table H-1 Provided are seven compounds H-1.001 to H-1.007 having formula I-3-Qa, wherein A is N, X is S, R1 is CF3, R2 is H and R5 is as defined in Table D.

[0960] Table H-2 Provided are seven compounds H-2.001 to H-2.007 of formula I-3-Qa, wherein A is N, X is S, R1 is CF3, R2 is CN and R5 is as defined in Table D.

[0961] Table H-3 Provided are seven compounds H-3.001 to H-3.007 of formula I-3-Qa, wherein A is N, X is S, R1 is CF3, R2 is COCH3 and R5 is as defined in Table D.

[0962] Table H-4 Provided are seven compounds H-4.001 to H-4.007 of formula I-3-Qa, wherein A is N, X is S, R1 is CF3, R2 is cPr and R5 is as defined in Table D.

[0963] Table H-5 Provided are seven compounds H-5.001 to H-5.007 of formula I-3-Qa, wherein A is N, X is S, R1 is CF3, R2 is Me and R5 is as defined in Table D.

[0964] Table H-6 Provided are seven compounds H-6.001 to H-6.007 of formula I-3-Qa, wherein A is N, X is S, R1 is CF3, R2 is Et and R5 is as defined in Table D.

[0965] Table H-7 Provided are seven compounds H-7.001 to H-7.007 of formula I-3-Qa, wherein A is N, X is S, R1 is CF3, R2 is CH2CF3 and R5 is as defined in Table D.

[0966] Table H-8 Provided are seven compounds H-8.001 to H-8.007 of formula I-3-Qa, wherein A is N, X is S, R1 is CF3, R2 is CF3 and R5 is as defined in Table D.

[0967] Table H-9Provided are seven compounds H-9.001 to H-9.007 of formula I-3-Qa, wherein A is N, X is S, R1 is CH3, R2 is H and R5 is as defined in Table D.

[0968] Table H-10 Provided are seven compounds H-10.001 to H-10.007 having formula I-3-Qa, wherein A is N, X is S, R1 is CH3, R2 is CN and R5 is as defined in Table D.

[0969] Table H-11 Provided are seven compounds H-11.001 to H-11.007 having formula I-3-Qa, wherein A is N, X is S, R1 is CH3, R2 is COCH3 and R5 is as defined in Table D.

[0970] Table H-12 Provided are seven compounds H-12.001 to H-12.007 of formula I-3-Qa, wherein A is N, X is S, R1 is CH3, R2 is cPr and R5 is as defined in Table D.

[0971] Table H-13 Provided are seven compounds H-13.001 to H-13.007 of formula I-3-Qa, wherein A is N, X is S, R1 is CH3, R2 is Me and R5 is as defined in Table D.

[0972] Table H-14 Provided are seven compounds H-14.001 to H-14.007 of formula I-3-Qa, wherein A is N, X is S, R1 is CH3, R2 is Et and R5 is as defined in Table D.

[0973] Table H-15 Provided are seven compounds H-15.001 to H-15.007 having formula I-3-Qa, wherein A is N, X is S, R1 is CH3, R2 is CH2CF3 and R5 is as defined in Table D.

[0974] Table H-16 Provided are seven compounds H-16.001 to H-16.007 having formula I-3-Qa, wherein A is N, X is S, R1 is CH3, R2 is CF3 and R5 is as defined in Table D.

[0975] Table H-17 Provided are seven compounds H-17.001 to H-17.007 of formula I-3-Qa, wherein A is N, X is SO, R1 is CF3, R2 is H and R5 is as defined in Table D.

[0976] Table H-18Provided are seven compounds H-18.001 to H-18.007 having formula I-3-Qa, wherein A is N, X is SO, R1 is CF3, R2 is CN and R5 is as defined in Table D.

[0977] Table H-19 Provided are seven compounds H-19.001 to H-19.007 having formula I-3-Qa, wherein A is N, X is SO, R1 is CF3, R2 is COCH3 and R5 is as defined in Table D.

[0978] Table H-20 Provided are seven compounds H-20.001 to H-20.007 having formula I-3-Qa, wherein A is N, X is SO, R1 is CF3, R2 is cPr and R5 is as defined in Table D.

[0979] Table H-21 Provided are seven compounds H-21.001 to H-21.007 of formula I-3-Qa, wherein A is N, X is SO, R1 is CF3, R2 is Me and R5 is as defined in Table D.

[0980] Table H-22 Provided are seven compounds H-22.001 to H-22.007 of formula I-3-Qa, wherein A is N, X is SO, R1 is CF3, R2 is Et and R5 is as defined in Table D.

[0981] Table H-23 Provided are seven compounds H-23.001 to H-23.007 of formula I-3-Qa, wherein A is N, X is SO, R1 is CF3, R2 is CH2CF3 and R5 is as defined in Table D.

[0982] Table H-24 Provided are seven compounds H-24.001 to H-24.007 of formula I-3-Qa, wherein A is N, X is SO, R1 is CF3, R2 is CF3 and R5 is as defined in Table D.

[0983] Table H-25 Provided are seven compounds H-25.001 to H-25.007 of formula I-3-Qa, wherein A is N, X is SO, R1 is CH3, R2 is H and R5 is as defined in Table D.

[0984] Table H-26 Provided are seven compounds H-26.001 to H-26.007 of formula I-3-Qa, wherein A is N, X is SO, R1 is CH3, R2 is CN and R5 is as defined in Table D.

[0985] Table H-27 Provided are seven compounds H-27.001 to H-27.007 of formula I-3-Qa, wherein A is N, X is SO, R1 is CH3, R2 is COCH3 and R5 is as defined in Table D.

[0986] Table H-28 Provided are seven compounds H-28.001 to H-28.007 having formula I-3-Qa, wherein A is N, X is SO, R1 is CH3, R2 is cPr and R5 is as defined in Table D.

[0987] Table H-29 Provided are seven compounds H-29.001 to H-29.007 of formula I-3-Qa, wherein A is N, X is SO, R1 is CH3, R2 is Me and R5 is as defined in Table D.

[0988] Table H-30 Provided are seven compounds H-30.001 to H-30.007 of formula I-3-Qa, wherein A is N, X is SO, R1 is CH3, R2 is Et and R5 is as defined in Table D.

[0989] Table H-31 Provided are seven compounds H-31.001 to H-31.007 of formula I-3-Qa, wherein A is N, X is SO, R1 is CH3, R2 is CH2CF3 and R5 is as defined in Table D.

[0990] Table H-32 Provided are seven compounds H-32.001 to H-32.007 of formula I-3-Qa, wherein A is N, X is SO, R1 is CH3, R2 is CF3 and R5 is as defined in Table D.

[0991] Table H-33 Provided are seven compounds H-33.001 to H-33.007 of formula I-3-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is H and R5 is as defined in Table D.

[0992] Table H-34 Provided are seven compounds H-34.001 to H-34.007 of formula I-3-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is CN and R5 is as defined in Table D.

[0993] Table H-35 Provided are seven compounds H-35.001 to H-35.007 having formula I-3-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is COCH3 and R5 is as defined in Table D.

[0994] Table H-36 Provided are seven compounds H-36.001 to H-36.007 of formula I-3-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is cPr and R5 is as defined in Table D.

[0995] Table H-37 Provided are seven compounds H-37.001 to H-37.007 of formula I-3-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is Me and R5 is as defined in Table D.

[0996] Table H-38 Provided are seven compounds H-38.001 to H-38.007 of formula I-3-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is Et and R5 is as defined in Table D.

[0997] Table H-39 Provided are seven compounds H-39.001 to H-39.007 having formula I-3-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is CH2CF3 and R5 is as defined in Table D.

[0998] Table H-40 Provided are seven compounds H-40.001 to H-40.007 having the formula I-3-Qa, wherein A is N, X is SO2, R1 is CF3, R2 is CF3 and R5 is as defined in Table D.

[0999] Table H-41 Provided are seven compounds H-41.001 to H-41.007 of formula I-3-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is H and R5 is as defined in Table D.

[1000] Table H-42 Provided are seven compounds H-42.001 to H-42.007 of formula I-3-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is CN and R5 is as defined in Table D.

[1001] Table H-43 Provided are seven compounds H-43.001 to H-43.007 of formula I-3-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is COCH3 and R5 is as defined in Table D.

[1002] Table H-44Provided are seven compounds H-44.001 to H-44.007 of formula I-3-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is cPr and R5 is as defined in Table D.

[1003] Table H-45 Provided are seven compounds H-45.001 to H-45.007 of formula I-3-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is Me and R5 is as defined in Table D.

[1004] Table H-46 Provided are seven compounds H-46.001 to H-46.007 of formula I-3-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is Et and R5 is as defined in Table D.

[1005] Table H-47 Provided are seven compounds H-47.001 to H-47.007 of formula I-3-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is CH2CF3 and R5 is as defined in Table D.

[1006] Table H-48 Provided are seven compounds H-48.001 to H-48.007 having the formula I-3-Qa, wherein A is N, X is SO2, R1 is CH3, R2 is CF3 and R5 is as defined in Table D.

[1007] Table H-49 Provided are seven compounds H-49.001 to H-49.007 of formula I-3-Qa, wherein A is CH, X is S, R1 is CF3, R2 is H and R5 is as defined in Table D.

[1008] Table H-50 Provided are seven compounds H-50.001 to H-50.007 having formula I-3-Qa, wherein A is CH, X is S, R1 is CF3, R2 is CN and R5 is as defined in Table D.

[1009] Table H-51 Provided are seven compounds H-51.001 to H-51.007 of formula I-3-Qa, wherein A is CH, X is S, R1 is CF3, R2 is COCH3 and R5 is as defined in Table D.

[1010] Table H-52 Provided are seven compounds H-52.001 to H-52.007 of formula I-3-Qa, wherein A is CH, X is S, R1 is CF3, R2 is cPr and R5 is as defined in Table D.

[1011] Table H-53 Provided are seven compounds H-53.001 to H-53.007 of formula I-3-Qa, wherein A is CH, X is S, R1 is CF3, R2 is Me and R5 is as defined in Table D.

[1012] Table H-54 Provided are seven compounds H-54.001 to H-54.007 of formula I-3-Qa, wherein A is CH, X is S, R1 is CF3, R2 is Et and R5 is as defined in Table D.

[1013] Table H-55 Provided are seven compounds H-55.001 to H-55.007 of formula I-3-Qa, wherein A is CH, X is S, R1 is CF3, R2 is CH2CF3 and R5 is as defined in Table D.

[1014] Table H-56 Provided are seven compounds H-56.001 to H-56.007 of formula I-3-Qa, wherein A is CH, X is S, R1 is CF3, R2 is CF3 and R5 is as defined in Table D.

[1015] Table H-57 Provided are seven compounds H-57.001 to H-57.007 of formula I-3-Qa, wherein A is CH, X is S, R1 is CH3, R2 is H and R5 is as defined in Table D.

[1016] Table H-58 Provided are seven compounds H-58.001 to H-58.007 of formula I-3-Qa, wherein A is CH, X is S, R1 is CH3, R2 is CN, and R5 is as defined in Table D.

[1017] Table H-59 Provided are seven compounds H-59.001 to H-59.007 having formula I-3-Qa, wherein A is CH, X is S, R1 is CH3, R2 is COCH3 and R5 is as defined in Table D.

[1018] Table H-60 Provided are seven compounds H-60.001 to H-60.007 having formula I-3-Qa, wherein A is CH, X is S, R1 is CH3, R2 is cPr and R5 is as defined in Table D.

[1019] Table H-61 Provided are seven compounds H-61.001 to H-61.007 of formula I-3-Qa, wherein A is CH, X is S, R1 is CH3, R2 is Me and R5 is as defined in Table D.

[1020] Table H-62 Provided are seven compounds H-62.001 to H-62.007 of formula I-3-Qa, wherein A is CH, X is S, R1 is CH3, R2 is Et, and R5 is as defined in Table D.

[1021] Table H-63 Provided are seven compounds H-63.001 to H-63.007 of formula I-3-Qa, wherein A is CH, X is S, R1 is CH3, R2 is CH2CF3 and R5 is as defined in Table D.

[1022] Table H-64 Provided are seven compounds H-64.001 to H-64.007 of formula I-3-Qa, wherein A is CH, X is S, R1 is CH3, R2 is CF3 and R5 is as defined in Table D.

[1023] Table H-65 Provided are seven compounds H-65.001 to H-65.007 of formula I-3-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is H and R5 is as defined in Table D.

[1024] Table H-66 Provided are seven compounds H-66.001 to H-66.007 of formula I-3-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is CN, and R5 is as defined in Table D.

[1025] Table H-67 Provided are seven compounds H-67.001 to H-67.007 having formula I-3-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is COCH3 and R5 is as defined in Table D.

[1026] Table H-68 Provided are seven compounds H-68.001 to H-68.007 having the formula I-3-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is cPr and R5 is as defined in Table D.

[1027] Table H-69 Provided are seven compounds H-69.001 to H-69.007 of formula I-3-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is Me and R5 is as defined in Table D.

[1028] Table H-70 Provided are seven compounds H-70.001 to H-70.007 having formula I-3-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is Et and R5 is as defined in Table D.

[1029] Table H-71 Provided are seven compounds H-71.001 to H-71.007 having formula I-3-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is CH2CF3 and R5 is as defined in Table D.

[1030] Table H-72 Provided are seven compounds H-72.001 to H-72.007 of formula I-3-Qa, wherein A is CH, X is SO, R1 is CF3, R2 is CF3, and R5 is as defined in Table D.

[1031] Table H-73 Provided are seven compounds H-73.001 to H-73.007 of formula I-3-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is H and R5 is as defined in Table D.

[1032] Table H-74 Provided are seven compounds H-74.001 to H-74.007 of formula I-3-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is CN, and R5 is as defined in Table D.

[1033] Table H-75 Provided are seven compounds H-75.001 to H-75.007 having the formula I-3-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is COCH3 and R5 is as defined in Table D.

[1034] Table H-76 Provided are seven compounds H-76.001 to H-76.007 having the formula I-3-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is cPr and R5 is as defined in Table D.

[1035] Table H-77 Provided are seven compounds H-77.001 to H-77.007 having the formula I-3-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is Me and R5 is as defined in Table D.

[1036] Table H-78 Provided are seven compounds H-78.001 to H-78.007 having formula I-3-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is Et and R5 is as defined in Table D.

[1037] Table H-79Provided are seven compounds H-79.001 to H-79.007 having formula I-3-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is CH2CF3 and R5 is as defined in Table D.

[1038] Table H-80 Provided are seven compounds H-80.001 to H-80.007 having the formula I-3-Qa, wherein A is CH, X is SO, R1 is CH3, R2 is CF3 and R5 is as defined in Table D.

[1039] Table H-81 Provided are seven compounds H-81.001 to H-81.007 having the formula I-3-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is H and R5 is as defined in Table D.

[1040] Table H-82 Provided are seven compounds H-82.001 to H-82.007 having the formula I-3-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is CN and R5 is as defined in Table D.

[1041] Table H-83 Provided are seven compounds H-83.001 to H-83.007 having the formula I-3-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is COCH3 and R5 is as defined in Table D.

[1042] Table H-84 Provided are seven compounds H-84.001 to H-84.007 of formula I-3-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is cPr and R5 is as defined in Table D.

[1043] Table H-85 Provided are seven compounds H-85.001 to H-85.007 having the formula I-3-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is Me and R5 is as defined in Table D.

[1044] Table H-86 Provided are seven compounds H-86.001 to H-86.007 having the formula I-3-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is Et and R5 is as defined in Table D.

[1045] Table H-87 Provided are seven compounds H-87.001 to H-87.007 having the formula I-3-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is CH2CF3 and R5 is as defined in Table D.

[1046] Table H-88 Provided are seven compounds H-88.001 to H-88.007 having the formula I-3-Qa, wherein A is CH, X is SO2, R1 is CF3, R2 is CF3 and R5 is as defined in Table D.

[1047] Table H-89 Provided are seven compounds H-89.001 to H-89.007 having the formula I-3-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is H and R5 is as defined in Table D.

[1048] Table H-90 Provided are seven compounds H-90.001 to H-90.007 having the formula I-3-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is CN and R5 is as defined in Table D.

[1049] Table H-91 Provided are seven compounds H-91.001 to H-91.007 having the formula I-3-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is COCH3 and R5 is as defined in Table D.

[1050] Table H-92 Provided are seven compounds H-92.001 to H-92.007 having the formula I-3-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is cPr and R5 is as defined in Table D.

[1051] Table H-93 Provided are seven compounds H-93.001 to H-93.007 having the formula I-3-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is Me and R5 is as defined in Table D.

[1052] Table H-94 Provided are seven compounds H-94.001 to H-94.007 of formula I-3-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is Et and R5 is as defined in Table D.

[1053] Table H-95 Provided are seven compounds H-95.001 to H-95.007 having the formula I-3-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is CH2CF3 and R5 is as defined in Table D.

[1054] Table H-96Provided are seven compounds H-96.001 to H-96.007 having the formula I-3-Qa, wherein A is CH, X is SO2, R1 is CH3, R2 is CF3 and R5 is as defined in Table D.

[1055] The compounds of formula I according to the invention are active ingredients of preventive and / or therapeutic value in the field of pest control. Even at low application rates, they have a very favorable biocidal spectrum and are well tolerated by warm-blooded species, fish, and plants. These active ingredients according to the invention act on all or individual developmental stages of normally sensitive and also resistant animal pests (such as insects or representatives of the order Acarina). The insecticidal or acaricidal activity of the active ingredients according to the invention can manifest itself directly, i.e., destruction of the pests occurs immediately or only after a certain period of time (e.g., during molting), or indirectly, for example, by reducing egg laying and / or hatching rates, corresponding to a good activity of at least 50% to 60% destruction (mortality).

[1056] Examples of the animal pests mentioned above are:

[1057] From the order Acarina, e.g.

[1058] Acalitus spp., Aculus spp., Acaricalus spp., Aceria spp., Acarus siro, Amblyomma spp., Argas spp., Boophilus spp., Brevipalpus spp., Bryobia spp., Calipitrimerus spp., Chorioptes spp., Dermanyssus gallinae, Dermatophagoides spp., Eotetranychus spp., Eriophyes spp.), Hemitarsonemus spp., Hyalomma spp., Ixodes spp., Olygonychus spp., Ornithodoros spp., Polyphagotarsone latus, Panonychus spp., Phyllocoptruta oleivora, Phytonemus spp., Polyphagotarsonemus spp., Psoroptes spp., Rhipicephalus spp., Rhizoglyphus spp., Sarcoptes spp.), Steneotarsonemus spp., Tarsonemus spp., and Tetranychus spp.;

[1059] From the order Phthirus, e.g.

[1060] Haematopinus spp., Linognathus spp., Pediculus spp., Pemphigus spp., and Phylloxera spp.;

[1061] From the order Coleoptera, e.g.

[1062] Agriotes spp., Amphimallon majale, Anomala orientalis, Anthonomus spp., Aphodius spp., Astylus atromaculatus, Ataenius spp., Atomaria linearis, Chaetocnema tibialis, Cerotomas spp., Conoderus spp., Cosmopolites spp., Cotinis nitida, Curculio spp., Cyclocephalas spp., Dermestes spp., Diabrotica spp.), Argentine beetle (Diloboderus abderus), herbivorous ladybirds (Epilachna spp.), Eremnus species, Heteronychus arator, Hypothenemus hampei, Lagria vilosa, Leptinotarsa ​​decemlineata, Lissorhoptrus spp., Liogenys spp., Maecolaspis spp., Maladera castanea, American leaf beetles (Megascelis spp.), rapeseed beetles (Melighetes aeneus), Melolontha spp., Myochrousarmatus, Orycaephilus spp., Otiorhynchus spp., Phyllophaga spp.), Phlyctinus spp., Popillia spp., Psylliodes spp., Rhyssomatus aubtilis, Rhizopertha spp., Scarabeidae, Sitophilus spp., Sitotroga spp.), Somaticus spp., Cryptorhynchus spp., Sternechus subsignatus, Tenebrio spp., Tribolium spp., and Trogoderma spp.;

[1063] From the order Diptera, e.g.

[1064] Aedes spp., Anopheles spp., Antherigonas occata., Bactrocea oleae, Bibio hortulanus, Bradysia spp., Calliphora erythrocephala, Ceratitis spp., Chrysomyia spp., Culex spp., Cuterebra spp., Dacus spp., Delia spp., Drosophila melanogaster, Fannia spp., Gastrophilus spp., Geomyza tripunctata, Glossina spp.), Hypoderma spp., Hyppobosca spp., Liriomyza spp., Lucilia spp., Melanagromyza spp., Musca spp., Oestrus spp., Orseolia spp., Oscinella frit, Pegomyia hyoscyami, Phorbia spp., Rhagoletis spp., Riveria quadrifasciata, Scatella spp., Sciara spp., Stomoxys spp., Tabanus spp., Tannia spp.) and Tipula spp.;

[1065] From the order Hemiptera, e.g.

[1066] Acanthocoris scabrator, Acrosternum spp., Adelphocoris lineolatus, Amblypelta nitida, Bathycoeliathalassina, Acanthocoris spp., Cimex spp., Clavigralla tomentosicollis, Creontiades spp., Dichelops furcatus, Edessa spp., Euchistus spp., Eurydema pulchrum, Horcia spp., Brown-winged stink bug, Horcias spp. nobilellus), rice stink bugs, Lygus species, tropical scale bugs, Murgantia histrionic, new long-margined stink bugs, Nesidiocoris tenuis, green stink bugs, Nysius simulans, island stink bugs, skin stink bugs, wall stink bugs, red assassin bugs, cocoa stink bugs, chestnut stink bugs, Scotinophara spp., Thyanta species, Triatominae species, cassava web stink bugs;

[1067] Pea aphid (Acyrthosium pisum), Adalges species, Agallina ensigera, Targuiron vein psyllid, Aleurodicus species, Aleurocanthus species, Sugarcane hole whitefly, Aleurothrixus floccosus, Cabbage whitefly (Aleyrodes brassicae), Cotton leafhopper (Amarasca biguttula), Lemon leafhopper, Kidney shield scale species, Aphididae, Aphid species, Aspidiotus species, Eggplant groove aphid, Potato / tomato psyllid (Bactericera cockerelli), Whitefly species, Brachycaudus species, Cabbage aphid, Cavariella species, Two-tailed aphid (Cavariella aegopodii) Scop.), wax scale species, black-brown round shield scale, orange-brown round shield scale, leafhopper species, large white leafhopper (Cofana spectra), Cryptopterus species, leafhopper species, brown soft scale, corn yellow-winged leafhopper, naked whitefly species, citrus psyllid, wheat aphid, western round tail aphid species, small green leafhopper species, apple aphid, grape leafhopper species, Gascardia species, red eucalyptus psyllid (Glycaspis brimblecombei), cabbage constrictor aphid (Hyadaphis pseudobrassicae), large tail aphid species (Hyalopterus spp.), hyperomyzuspallidus species, lemon green leafhopper (Idioscopus clypealis), African leafhopper, Laodelphax striatellus species, water-hard scale, oyster shield scale species, radish aphid (Lopaphis erysimi), Lyogenys maidis, Aphid species, Cicada species, Metcalfa pruinosa, Aphid, Cicada, Aphid species, Neotoxoptera sp, Nilaparvata species, Nilaparvata spp.), pear green aphid, Odonaspis ruthae, sugarcane cotton aphid, bayberry whitefly, Caulis psyllid, Shield scale species, Gall aphid species, Corn waxhopper, Flathorn planthopper species, Hob wart aphid, Phylloxera species (Phylloxera spp.), Mosella species, Mulberry white scale species, Mealybug species, Cotton blind bug (Pseudatomoscelis seriatus), Psyllid species, Cotton scale (Pulvinaria aethiopica), Toothed scale species, Quesada gigas, Electric leafhopper (Reciliadorsalis), Constrictor aphid species, Black helmet scale species, Banded leafhopper species, Schistosoma species, Wheat aphid species (Sitobion spp.), White-backed planthopper, Spissistilus festinus, Striped planthopper (Tarophagus Proserpina), aphid species, whitefly species, Tridiscus sporoboli, Trionymus spp., African psyllids, scaly scale, flame leafhopper, Zyginidia scutellaris;

[1068] From the order Hymenoptera, e.g.

[1069] Acromyrmex, Arge spp., Atta spp., Cephus spp., Diprion spp., Diprionidae, Gilpinia polytoma, Hoplocampa spp., Lasius spp., Monomorium pharaonis, Neodiprions spp., Pogonomyrmex spp., imported fire ants, Solenopsis spp., and Vespa spp.

[1070] From the order Isoptera, e.g.

[1071] Coptotermes spp., Corniternes cumulans, Incisitermes spp., Macrotermes spp., Mastotermes spp., Microtermes spp., Reticulitermes spp.; Tropical fire ants (Solenopsis geminate)

[1072] From the order Lepidoptera, for example,

[1073] Species of the genus Long-winged Roller Moth, species of the genus Brown-banded Roller Moth, species of the genus Clearwing Moth, species of the genus Noctua, cotton leafworm, species of the genus Amylois, species of the genus Mucuna, species of the genus Yellow Roller Moth, species of the genus Argyresthia, species of the genus Banded Roller Moth, species of the genus Spodoptera, species of cotton miner, corn armyworm, powdery moth, peach fruit moth, species of the genus Graminus, species of the genus Color Roller Moth, Chrysoteuchia topiaria, grape fruit moth, species of the genus Leaf Roller, species of the genus Cloud Roller, species of the genus Striped Roller Moth, species of the genus Sheath Moth, Colias lesbia, Cosmophila flava), grass borer species, cabbage borer, apple anomaly moth, boxwood moth, moth moth species, boxwood moth, stem borer species, Sudan cotton bollworm, Spodoptera species, sweet potato stem borer, mealybug species, leaf moth species (Epinotias spp.), salt marsh moth (Etiella acrea), Etiella zinckinella, flower moth species, ring needle moth, yellow tussock moth species, root cutter species, Feltia jaculiferia, Grapholitas spp., cloud moth, Heliothis species, cabbage borer, leaf cutter species (Herpetogramma spp.), gypsy moth, tomato borer, Lasmopalpus lignosellus, spiral leaf miner, leaf miner species, grape flower moth, Loxostege bifidalis, tussock moth species, miner species, Malacosoma spp., cabbage armyworm, tobacco hornworm, Mythimna spp., Noctuidae species, fall moth species, Orniodes indica, European corn borer, microtomidae species, brown moth species, small-eyed moth, stem borer, red bell moth, coffee leaf miner, one-star armyworm, potato moth, cabbage butterfly, Pieris species, diamondback moth, white nest moth species, leaf moth species, mint ash moth (Rachiplusia nu), western bean incense (Richia albicosta), white grain borer species (Scirpophaga spp.), Spodoptera species, Cyprinodon species, Spodoptera species, Cotton leaf roller, Cnaphalocrocis species, Heteroptera species, Trichoplusia species, Tomato leafminer, and Lymantria species;

[1074] From the order Mallophaga, for example,

[1075] Damalina spp. and Trichodectes spp.;

[1076] From the order Orthoptera, for example,

[1077] Blatta spp., Blattella spp., Gryllotalpa spp., Leucophaea maderae, Locusta spp., Neocurtilla hexadactyla, Periplaneta spp., Scapteriscus spp., and Schistocerca spp.;

[1078] From the order Psocoptera, for example,

[1079] Liposcelis spp.;

[1080] From the order Siphonaptera, for example,

[1081] Ceratophyllus spp., Ctenocephalides spp., and Xenopsylla cheopis;

[1082] From the order Thysanoptera, for example,

[1083] Calliothrips phaseoli, Frankliniella spp., Heliothrips spp., Hercinothrips spp., Parthenothrips spp., Scirtothrips aurantii, Sericothrips variabilis, Taeniothrips spp., Thrips spp.

[1084] From the order of the Thysanura, for example, Lepisma saccharina.

[1085] The active ingredients according to the invention can be used for controlling, i.e. suppressing or destroying pests of the aforementioned type, which occur in particular on plants, especially on useful and ornamental plants in agriculture, horticulture and forestry, or on organs of these plants, such as fruits, flowers, leaves, stems, tubers or roots, and in some cases even plant organs formed at a later point in time still remain protected against these pests.

[1086] In particular, suitable target crops are cereals, such as wheat, barley, rye, oats, rice, corn or sorghum; beets, such as sugar beets or fodder beets; fruits, such as pome, stone or soft fruit, such as apples, pears, plums, peaches, apricots, cherries or berries, such as strawberries, raspberries or blackberries; leguminous crops, such as beans, lentils, peas or soybeans; oilseed crops, such as rapeseed, mustard, poppy, olives, sunflower, coconut, castor, cocoa beans, or peanuts; cucurbits such as pumpkin, cucumber, or melon; fiber plants such as cotton, flax, hemp, or jute; citrus fruits such as oranges, lemons, grapefruits, or tangerines; vegetables such as spinach, lettuce, asparagus, cabbage, carrots, onions, tomatoes, potatoes, or bell peppers; lauraceae such as avocado, cinnamon, or camphor; and also tobacco, nuts, coffee, eggplant, sugarcane, tea, pepper, grapevines, hops, plantago, and latex plants.

[1087] The compositions and / or methods of the present invention may also be used on any ornamental and / or vegetable crop, including flowers, shrubs, broadleaf trees, and evergreen plants.

[1088] For example, the present invention can be used with any of the following ornamental plant species: Ageratum species, Alonsoa species, Anemone species, Anisodontea capsenisis, Anthemis species, Antirrhinum species, Aster species, Begonia species (e.g., Rieger Begonia, Begonia sempervirens, Begonia tubéreux), Bougainvillea species, Brachycome species, Brassica species (ornamentals), Calceolaria species, Capsicum, Catharanthus roseus, Canna species, Centaurea species, Chrysanthemum species, Cineraria species (C. maritime), Coreopsis species, Crassula coccinea, Cupheaignea, Dahlia species, Delphinium species, Dicentra species, Dorotheantus species. spp.), Lisianthus, Forsythia species, Fuchsia species, Geranium gnaphalium, Gerbera species, Globe amaranth, Heliotrope species, Sunflower species, Hibiscus species, Hydrangea species, Hydrangea species, Rhododendron, Impatiens species (African balsam), Amaranth species (Iresines spp.), Kalanchoe species, Lantana, March flower, Lion's ear, Lilium species, Mesembryanthemum species, Physalis species, Monarda species, Dracaena species, Marigold species, Dianthus species (carnation), Canna species, Oxalis species, Daisy species, Pelargonium species (Shieldleaf Pelargonium, Horseshoe Pelargonium), Viola species (Viola tricolor), Petunia species, Phlox species, Plecthranthus species spp.), poinsettia species, creeper species (five-leaf creeper, Parthenocissus quinquefolia), primula species, ranunculus species, azalea species, Rosa species (roses), rudbeckia species, African violet species, salvia species, Scaevola aemola, Schizanthus wisetonensis, sedum species, Solanum species, Surfinia petunia species (Surfinia spp.), marigold species, Nicotiana species, verbena species, zinnia species, and other bedding plants.

[1089] For example, the present invention can be used with any of the following vegetable species: Allium species (garlic, onion, A. oschaninii, leek, shallot, scallion), fennel, celery (Apium graveolus), asparagus, beets (Beta vulgarus), Brassica species (cabbage, Chinese cabbage, turnip), peppers, chickpeas, endive, chicory species (chicory, endive), watermelon, Cucumber species (cucumber, melon), Cucurbita species (zucchini, Indian pumpkin), Cyanara species (artichoke, cardoon), wild carrot, fennel, Hypericum species, lettuce, Lycopersicon species (tomato, cherry tomato), mint species, basil, parsley, Phaseolus species (bean, pea), peas, radish, rhubarb, Rosemary species, sage species, black salsify (Scorzonera spp.), hispanica), eggplant, spinach, new Valerian species (V. eriocarpa), and broad beans.

[1090] Preferred ornamental plant species include African violet, begonia, dahlia, gerbera, hydrangea, verbena, rose, kalanchoe, poinsettia, aster, cornflower, coreopsis, delphinium, monarda, phlox, rudbeckia, sedum, petunia, violet, impatiens, geranium, chrysanthemum, ranunculus, fuchsia, salvia, hydrangea, rosemary, sage, St. John's wort, mint, sweet pepper, tomato, and cucumber.

[1091] The active ingredients according to the invention are particularly suitable for controlling the bean aphid, cucumber leaf beetle, tobacco budworm, peach aphid, diamondback moth and sea moth on cotton, vegetables, corn, rice and soybean crops. The active ingredients according to the invention are also particularly suitable for controlling the cabbage looper (preferably on vegetables), the codling moth (preferably on apples), the green leafhopper (preferably on vegetables, in vineyards), the potato beetle (preferably on potatoes) and the striped stem borer (preferably on rice).

[1092] The active ingredients according to the invention are particularly suitable for controlling the bean aphid, cucumber leaf beetle, tobacco budworm, peach aphid, diamondback moth and sea moth on cotton, vegetables, corn, rice and soybean crops. The active ingredients according to the invention are also particularly suitable for controlling the cabbage looper (preferably on vegetables), the codling moth (preferably on apples), the green leafhopper (preferably on vegetables, in vineyards), the potato beetle (preferably on potatoes) and the striped stem borer (preferably on rice).

[1093] In another aspect, the present invention may also relate to a method for controlling damage to plants and parts thereof by plant-parasitic nematodes (endoparasitic, semi-endoparasitic and ectoparasitic nematodes), in particular the following plant-parasitic nematodes, such as root knot nematodes, Meloidogyne hapla, Meloidogyne incognita, Meloidogyne javanica, Meloidogyne arenaria and other species of root knot nematodes; cyst-forming nematodes, Globodera rostochiensis and other species of Globodera; Heterodera avenae, Heteroderaglycines, Heterodera exigua and other species of Globodera; schachtii), Heterodera trifolii, and other Heterodera species; Seed gall nematodes, Anguina species; Stem and foliar nematodes, Aphelenchoides species; Sting nematodes, Belonolaimus longicaudatus, and other Belonolaimus species; Pine nematodes, Bursaphelenchus xylophilus, and other Bursaphelenchus species; Ring nematodes, nematodes), Criconema species, Criconemella species, Criconemoides species, Mesocriconema species; Stemand bulb nematodes, Ditylenchus destructor, Ditylenchus dipsaci, and other Ditylenchus species; Awl nematodes, Dolichodorus species;Spiral nematodes, Heliocotylenchus multicinctus, and other species of the genus Helicotylenchus; Sheath and sheathoid nematodes, species of the genera Hemicycliophora, and species of the genera Hemicriconemoides; Hirshmanniella species; Lancenematodes, species of the genus Hoploaimus; False rootknot nematodes, species of the genus Nacobbus; Needle nematodes, Longidoruse longatus, and other species of the genus Longidorus; Pin nematodes, species of the genus Pratylenchus; Lesion nematodes. nematodes), Pratylenchus negletus, Pratylenchus penetrans, Pratylenchus curvitatus, Pratylenchus goodeyi, and other Pratylenchus species; Burrowing nematodes, Radopholus similis, and other Radopholus species; Reniform nematodes, Rotylenchus robustus, Rotylenchus reniformis, and other Rotylenchus species; Scutellonema species; Stubby root nematodes, Trichodorus primitivus) and other Trichodorus species, Paratrichodorus species; Stunt nematodes, Tylenchorhynchus claytoni, Tylenchorhynchus dubius, and other Tylenchorhynchus species;Citrus nematodes, Tylenchulus species; Dagger nematodes, Xiphinema species; and other plant-parasitic nematode species, such as Subanguina spp., Hypsoperine spp., Macroposthonia spp., Melinius spp., Punctodera spp., and Quinisulcius spp. In particular, the following nematode species can be controlled by the compounds of the present invention: Root-knot nematode species (Melodoigyne incognita), Heterodera species (beet cyst nematode), Coccinea species, and Pratylenchus species. ;

[1094] The compounds of the present invention also have activity against mollusks. Examples include, for example, the Pomacea family; the Arion family (A. ater, A. circumscriptus, A. hortensis, A. rufus); the Bradybaenidae family (Bradybaenidae); fruticum); Cepaea (Cepaea hortensis, C. nemoralis); Ochlodina; Deroceras (D. agrestis, D. empiricorum, D. laeve, D. reticulatum); Discus (D. rotundatus); Euomphalia; Galba (Galba trunculata); Helicelia (H. itala, H. obvia); Helicigona (Helicidae). arbustorum; Helicodiscus; Helix (H. aperta); Limax (L. cinereoniger, L. flavus, L. marginatus, L. maximus, L. tenellus); Lymnaea; Milax (M. gagates, M. marginatus, M. sowerbyi); Opeas; Pomacea (P. canaticulata); Vallonia and Zanitoides.

[1095] The term "crops" is to be understood as also including crop plants which have been transformed by the use of recombinant DNA techniques such that they are able to synthesize one or more selectively acting toxins, such as are known, for example, from toxigenic bacteria, in particular those of the genus Bacillus.

[1096] Toxins that can be expressed by such transgenic plants include, for example, insecticidal proteins, for example, insecticidal proteins from Bacillus cereus or Bacillus japonicus; or insecticidal proteins from Bacillus thuringiensis, such as delta-endotoxins, for example Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1, or Cry9C, or vegetative insecticidal proteins (Vips), for example Vip1, Vip2, Vip3, or Vip3A; or insecticidal proteins of bacterial colonizing nematodes, for example, Photorhabdus spp. or Xenorhabdus spp., such as Photorhabdus luminescens, Xenorhabdus nematophila, or Xenorhabdus spp. nematophilus); toxins produced by animals, such as scorpion toxins, spider toxins, bee toxins and other insect-specific neurotoxins; toxins produced by fungi, such as streptomycin, plant lectins, such as pea lectin, barley lectin or snowdrop lectin; agglutinin; protease inhibitors, such as trypsin inhibitor, silk proteinase inhibitor, potato glycoprotein, cystatin, papain inhibitor; ribosome inactivating protein (RIP), such as ricin, maize-RIP, abrin, luffain, saporin or bryophyllin; steroid metabolizing enzymes, such as 3-hydroxysteroid oxidase, ecdysteroid-UDP-glycosyl-transferase, cholesterol oxidase, ecdysteroid inhibitors, HMG-COA-reductase, ion channel blockers, such as sodium channel or calcium channel blockers, juvenile hormone esterase, diuretic hormone receptor, stilbene synthase, bibenzyl synthase, chitinase and glucanase.

[1097] In the context of the present invention, δ-endotoxins (e.g., Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1, or Cry9C) or vegetative insecticidal proteins (Vips) (e.g., Vip1, Vip2, Vip3, or Vip3A) are understood to include, but are not limited to, mixed toxins, truncated toxins, and modified toxins. Mixed toxins are recombinantly produced by combining different domains of those proteins (see, e.g., WO 02 / 15701). Truncated toxins, such as truncated Cry1Ab, are known. In the case of modified toxins, one or more amino acids of a naturally occurring toxin are replaced. In such amino acid replacements, it is preferred that a non-naturally occurring protease recognition sequence be inserted into the toxin, such as, for example, in the case of Cry3A055, a cathepsin-G recognition sequence is inserted into the Cry3A toxin (see WO 03 / 018810).

[1098] Examples of such toxins or transgenic plants capable of synthesizing such toxins are disclosed in, for example, EP-A-0 374 753, WO 93 / 07278, WO 95 / 34656, EP-A-0 427 529, EP-A-451 878 and WO 03 / 052073.

[1099] Methods for preparing such transgenic plants are generally known to those skilled in the art and are described, for example, in the publications mentioned above. CryI-type deoxyribonucleic acids and their preparation are known, for example, from WO 95 / 34656, EP-A-0 367474, EP-A-0 401 979 and WO 90 / 13651.

[1100] The toxins included in the transgenic plants render the plants tolerant to harmful insects. Such insects can be found in any insect taxonomic group, but are particularly common among beetles (Coleoptera), two-winged insects (Diptera), and moths (Lepidoptera).

[1101] Transgenic plants comprising one or more genes encoding insecticide resistance and expressing one or more toxins are known and some of them are commercially available. Examples of such plants are: (corn variety expressing Cry1Ab toxin); YieldGard (corn variety expressing Cry3Bb1 toxin); YieldGard (corn varieties expressing Cry1Ab and Cry3Bb1 toxins); (corn variety expressing Cry9C toxin); Herculex (a maize variety expressing the Cry1Fa2 toxin and the enzyme phosphinothricin N-acetyltransferase (PAT) that confers tolerance to the herbicide glufosinate ammonium); NuCOTN (cotton variety expressing Cry1Ac toxin); Bollgard (cotton variety expressing Cry1Ac toxin); Bollgard (cotton varieties expressing Cry1Ac and Cry2Ab toxins); (cotton variety expressing Vip3A and Cry1Ab toxins); (potato variety expressing Cry3A toxin); GT Advantage (GA21 glyphosate tolerance trait), CB Advantage (Bt11 corn borer (CB) trait) and

[1102] Further examples of such genetically modified crops are:

[1103] 1. Bt11 corn, from Syngenta Seeds SAS, Chemin de Hobit 27, F-31 790 St. Sauveur, France, registration number C / FR / 96 / 05 / 10. This genetically modified maize plant is resistant to attack by the European corn borer (Ostrinia nubilalis and Sesamia inermis) by transgenic expression of a truncated Cry1Ab toxin. Bt11 corn also transgenicly expresses the PAT enzyme to confer tolerance to the herbicide glufosinate ammonium.

[1104] 2. Bt176 maize, from Syngenta Seeds, 27 Rue de Hobbitt, F-31 790 Saint-Sauveur, France, registration number C / FR / 96 / 05 / 10. This genetically modified maize strain is resistant to attack by the European corn borer (Ostrinia nubilalis and Sesamia inermis) by transgenic expression of the toxin Cry1Ab. Bt176 maize also transgenicly expresses the enzyme PAT to confer tolerance to the herbicide glufosinate ammonium.

[1105] 3. MIR604 maize, from Syngenta Seeds, 27 Rue de Hobbit, F-31 790 Saint-Sauveur, France, registration number C / FR / 96 / 05 / 10. This maize plant is rendered insect-resistant by transgenic expression of a modified Cry3A toxin. This toxin is Cry3A055 modified by insertion of a cathepsin G protease recognition sequence. The preparation of this transgenic maize plant is described in WO 03 / 018810.

[1106] 4. MON 863 maize, from Monsanto Europe SA, 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C / DE / 02 / 9. MON 863 expresses the Cry3Bb1 toxin and confers resistance to certain coleopteran insects.

[1107] 5. IPC 531 cotton, from Monsanto Europe SA, 270-272 Avenue de Tervuren, B-1150 Brussels, Belgium, registration number C / ES / 96 / 02.

[1108] 6.1507 maize, from Pioneer Overseas Corporation, Avenue Tedesco, 7B-1160 Brussels, Belgium, registration number C / NL / 00 / 10. Genetically modified maize expressing the protein Cry1F for resistance to certain lepidopteran insects and the protein PAT for tolerance to the herbicide glufosinate-ammonium.

[1109] 7. NK603×MON 810 corn, from Monsanto Europe, 270-272 Boulevard Tervuren, B-1150 Brussels, Belgium, registration number C / GB / 02 / M3 / 03. This corn is a conventionally bred hybrid corn variety, produced by crossing the genetically modified varieties NK603 and MON 810. NK603×MON 810 corn transgenically expresses the protein CP4 EPSPS obtained from the Agrobacterium strain CP4, rendering it herbicide tolerant. (contains glyphosate), and also Cry1Ab toxin from Bacillus thuringiensis subsp. kurstakia, which confers resistance to certain lepidopteran insects, including the European corn borer.

[1110] Transgenic crops of insect-resistant plants are also described in the BATS (Zentrum für Biosicherheit und Nachhaltigkeit, Zentrum BATS, Clarastrasse 13, 4058 Basel, Switzerland) report 2003 ( http: / / bats.ch )middle.

[1111] The term "crop" should be understood to also include crop plants that have been transformed using recombinant DNA technology so that they can synthesize antipathogenic substances with selective action, such as, for example, so-called "pathogenesis-related proteins" (PRPs, see, for example, EP-A-0 392 225). Examples of such antipathogenic substances and transgenic plants that can synthesize such antipathogenic substances are known, for example, from EP-A-0 392 225, WO 95 / 33818, and EP-A-0 353 191. Methods for producing such transgenic plants are generally known to those skilled in the art and are described, for example, in the publications mentioned above.

[1112] Crops can also be modified to increase resistance to fungal (eg, Fusarium, Anthracnose, or Phytophthora), bacterial (eg, Pseudomonas), or viral (eg, Potato Leaf Roll Virus, Tomato Spotted Wilt Virus, Cucumber Mosaic Virus) pathogens.

[1113] Crops also include those with increased resistance to nematodes, such as Heterodera glycines.

[1114] Crops with tolerance to abiotic stress include those with increased tolerance to drought, high salinity, high temperature, cold, frost or light radiation, for example, through expression of NF-YB or other proteins known in the art.

[1115] Antipathogenic substances that can be expressed by such transgenic plants include, for example, ion channel blockers, such as blockers of sodium channels and calcium channels, for example viral KP1, KP4 or KP6 toxins; stilbene synthases; bibenzyl synthases; chitinases; glucanases; so-called "pathogenesis-related proteins" (PRPs; see, for example, EP-A-0 392 225); antipathogenic substances produced by microorganisms, such as peptide antibiotics or heterocyclic antibiotics (see, for example, WO 95 / 33818) or proteins or polypeptide factors which are involved in plant pathogen defense (so-called "plant disease resistance genes", as described in WO 03 / 000906).

[1116] Other areas of use of the compositions according to the invention are the protection of stored goods and storage rooms and the protection of raw materials such as wood, textiles, floor coverings or buildings, and also in the hygiene sector, in particular the protection of humans, domestic animals and productive livestock from pests of the types mentioned.

[1117] The present invention also provides methods for controlling pests (such as mosquitoes and other disease vectors; see also http: / / www.who.int / malaria / vector_control / irs / en / ). In one embodiment, the method for controlling pests comprises applying the composition of the present invention to the target pests, their locus, or a surface or substrate by painting, rolling, spraying, coating, or dipping. By way of example, IRS (indoor residual spraying) application to surfaces (such as walls, ceilings, or floor surfaces) is contemplated by the methods of the present invention. In another embodiment, application of such compositions to substrates such as nonwoven or fabric materials in the form of (or for use in the manufacture of) netting, coverings, bedding, curtains, and tents is contemplated.

[1118] In one embodiment, the method for controlling this type of harmful organism comprises applying the composition of the present invention of pest-killing effective dose to target harmful organism, their place or surface or substrate, so that on this surface or substrate, effective pest-killing activity of retention is provided.Such application can be carried out by brushing, rolling, spraying, coating or dipping pest-killing composition of the present invention.By way of example, the IRS application of surface (such as wall, ceiling or floor surface) has been considered by method of the present invention, so that effective pest-killing activity of retention is provided on this surface.In another embodiment, it has been considered to use this type of composition for the residual control of the harmful organism on substrate, and this substrate is the fabric material of the form (or can be used in the manufacture of these articles) such as being in netting, covering, bedding, curtain and tent.

[1119] The substrate to be treated (including nonwovens, fabrics or nettings) can be made of natural fibers such as cotton, raffia, jute, flax, sisal, burlap or wool, or synthetic fibers such as polyamide, polyester, polypropylene, polyacrylonitrile or the like. Polyester is particularly suitable. Methods for textile treatment are known, for example WO 2008 / 151984, WO 2003 / 034823, US 5631072, WO 2005 / 64072, WO 2006 / 128870, EP 1724392, WO 2005113886 or WO 2007 / 090739.

[1120] A further area of ​​use of the compositions according to the invention is in the field of tree injection / trunk treatment of all ornamental trees as well as all kinds of fruit and nut trees.

[1121] In the field of tree injection / trunk treatment, the compounds according to the invention are particularly suitable for combating wood-boring insects from the orders Lepidoptera and from the orders Coleoptera mentioned above, in particular against the wood-boring insects listed in the following Tables A and B:

[1122] Table A. Examples of economically important exotic wood-boring insects.

[1123]

[1124] Table B. Examples of economically important native wood-boring insects.

[1125]

[1126]

[1127]

[1128]

[1129] The present invention can also be used to control any insect pest that may be present in turfgrass, including, for example, beetles, caterpillars, fire ants, ground pearls, millipedes, woodlice, mites, mole crickets, scale insects, mealybugs, ticks, cicadas, southern wheat stink bugs, and white grubs. The present invention can be used to control insect pests at all stages of their life cycle, including eggs, larvae, nymphs, and adults.

[1130] In particular, the present invention can be used to control insect pests that feed on the roots of turfgrasses, including grubs (such as Cyclocephala spp. (e.g., the marked beetle, C. lurida), Rhizotrogus spp. (e.g., the European beetle, R. majalis), Cotinus spp. (e.g., the Green June beetle, C. nitida), Popillia spp. (e.g., the Japanese beetle, P. japonica), Phyllophaga spp. (e.g., the May / June beetle), Chafer spp. (e.g., the Black turfgrass ataenius, the Black velvet beetle), Maladera spp. (e.g., the Asiatic garden beetle, beetle, chestnut-colored scarab beetle, and Tomarus species), ground pearls (Margarodes spp.), mole crickets (tawny, southern, and short-winged; Scapteriscus spp., Gryllotalpa africana), and leatherjackets (European crane fly, Tipula spp.).

[1131] The present invention can also be used to control insect pests of turfgrass in thatched homes, including armyworms (such as the fall armyworm Spodoptera frugiperda, and the common armyworm Pseudaletia unipuncta), cutworms, weevils (Sphenophorus spp., such as S. venatus verstitus and S. parvulus), and grass borers (such as Crambus spp. and the tropical grass borer, Herpetogramma phaeopteralis).

[1132] The present invention can also be used to control insect pests in turfgrasses that live above ground and feed on turfgrass leaves, including wheat stink bugs (such as the southern wheat stink bug, Blissus insularis), Bermudagrass mite (Eriophyes cynodoniensis), Grass mealybug (Antonina graminis), Propsapia bicincta, leafhoppers, cutworms (Noctuidae), and Schizaphis graminis.

[1133] The present invention can also be used to control other pests in turfgrass, such as introduced fire ants (Solenopsis invicta) that create nests in lawns.

[1134] In the hygiene sector, the compositions according to the invention are effective against epiparasites such as hard ticks, soft ticks, scabies, autumn mites, flies (biting and licking), parasitic fly larvae, lice, hair lice, bird lice and fleas.

[1135] Examples of such parasites are:

[1136] From the order of the Pediculus: Haemaphysalis spp., Linognathus spp., Pediculus hominis spp., and Phtirus spp., Phitirus spp.

[1137] From the order Trichophagus: Felicola species, Brachypelago species, Ducklingia species, Cattlelicia species, Werneckiella species, Lepikentron species, Cattlelicia species, Trichopelago species and Felicola species (Felicola spp.).

[1138] From the order Diptera and the suborders Nematocerina and Brachycerina, for example, Aedes spp., Anopheles spp., Culex spp., Simulium spp., Eusimulium spp., Phlebotomus spp., Lutzomyia spp., Culicoides spp., Chrysops spp., Hybomitra spp., Atylotus spp., Tabanus spp., Haematopota spp., Philipomyia spp., Braula spp. spp.), Musca spp., Hydrotaea spp., Biting flies spp., Haematobia spp., Morellia spp., Fannia spp., Glossina spp., Calliphora spp., Lucilia spp., Chrysomyia spp., Wohlfahrtia spp., Sarcophaga spp., Oestrus spp., Hypoderma spp., Gasterophilus spp., Hippobosca spp., Lipoptena spp. spp.) and Melophagus spp.

[1139] From the order of the Siphonapterida, for example, Pulex spp., Ctenocephalides spp., Xenopsylla spp., Ceratophyllum spp.

[1140] From the order of the Heteropterida, for example, Cimex spp., Triatominae spp., Panstrongylus spp.

[1141] From the order of the Blattarida, for example, Blatta orientalis, Periplaneta americana, Blattelagermanica and Supella spp.

[1142] Subclass Acaria (family Acarida) and orders Meta-stigmata and Meso-stigmata, for example, Argas spp., Ornithodorus spp., Otobius spp., Ixodes spp., Amblyommas spp., Boophilus spp., Dermacentor spp., Haemophysalis spp., Hyalomma spp., Rhipicephalus spp., Dermanyssus spp., Raillietia spp., Pneumonyssus spp. spp.), Sternostoma spp., and Varroa spp.

[1143] From the orders Actinedida (Prostigmata) and Acaridida (Astigmata), for example, Acarapis spp., Cheyletiella spp., Ornithocheyletia spp., Myobia spp., Psorergates spp., Demodex spp., Trombicula spp., Listrophorus spp., Acarus spp., Tyrophagus spp., Caloglyphus spp., Hypodectes spp., Pterolichus spp. spp.), Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcooptes spp., Notoedress spp., Knemidocoptes spp., Cytodites spp., and Laminosioptes spp.

[1144] The compositions according to the invention are also suitable for protecting materials in the case of, for example, wood, textiles, plastics, adhesives, glues, paints, paper and card, leather, floor coverings and construction from infestation by insects.

[1145] The compositions according to the invention can be used, for example, to combat the following pests: beetles, such as the North American house beetle, the long-haired longhorn beetle, the furniture beetle, the red-haired beetle, the comb-horn beetle, Dendrobium pertinex, the pine twig beetle, Priobium carpini, the brown powder beetle, the African powder beetle, the southern powder beetle, the oak powder beetle, the soft-haired powder beetle, the breast powder beetle, the scale-haired powder beetle, the wood beetle species, the wood beetle species, the coffee black beetle, the oak beetle, the brown beetle, the two-spined beetle and the bamboo beetle; and also hymenoptera, such as the blue-black bumblebee, the giant bumblebee, the Taiga bumblebee and Urocerus augur; and termites, such as the European wood termite (Kalotermes flavicollis), Coptotermes flavicollis, Heterotermes indica, Reticulitermes flavicollis, Reticulitermes santiensis, Reticulitermes europaeus, Macaustotermes darwinii, Archaeotermes nevadae, and Coptotermes formosanus; and borers such as silverfish.

[1146] The compounds according to the invention can be used as pesticides in unmodified form, but they are usually formulated into compositions in various ways using formulation adjuvants such as carriers, solvents and surfactants. These formulations can be in different physical forms, for example, in the form of dusting powders, gels, wettable powders, water-dispersible granules, water-dispersible tablets, effervescent compressed tablets, emulsifiable concentrates, microemulsifiable concentrates, oil-in-water emulsions, mobile oils, aqueous dispersions, oily dispersions, suspoemulsions, capsule suspensions, emulsifiable granules, soluble liquids, water-soluble concentrates (with water or water-miscible organic solvents as carriers), impregnated polymer films or in other known forms, for example, from the Manual on Development and Use of FAO and WHO Specifications for Pesticides, United Nations, 1st edition, second revision (2010). Such formulations can be used directly or diluted before use. Dilution can be performed with, for example, water, liquid fertilizers, micronutrients, biological organisms, oils or solvents.

[1147] These formulations can be prepared, for example, by mixing the active ingredient with a formulation adjuvant to obtain a composition in the form of a finely divided solid, granules, solution, dispersion or emulsion. The active ingredients can also be formulated with other adjuvants, such as finely divided solids, mineral oils, oils of plant or animal origin, modified oils of plant or animal origin, organic solvents, water, surface-active substances or combinations thereof.

[1148] These active ingredients can also be contained in very fine microcapsules. Microcapsules contain active ingredients in porous carriers. This allows the active ingredients to be released (e.g., slowly released) into the environment in controlled amounts. Microcapsules typically have a diameter of from 0.1 to 500 microns. The amount of active ingredient they contain is approximately from 25% to 95% of the capsule weight by weight. These active ingredients can be in the form of a holistic solid, in the form of fine particles in a solid or liquid dispersion, or in the form of a suitable solution. The encapsulated membrane can include, for example, natural or synthetic rubber, cellulose, styrene / butadiene copolymer, polyacrylonitrile, polyacrylate, polyester, polyamide, polyurea, polyurethane, or chemically modified polymers and starch xanthate, or other polymers known to those skilled in the art. Alternatively, very fine microcapsules can be formed, in which the active ingredient is contained in the form of finely dispersed particles in a solid matrix of a base material, but these microcapsules themselves are not wrapped.

[1149] Formulation adjuvants suitable for preparing the compositions according to the invention are known per se. As liquid carriers, water, toluene, xylene, petroleum ether, vegetable oils, acetone, methyl ethyl ketone, cyclohexanone, acid anhydrides, acetonitrile, acetophenone, amyl acetate, 2-butanone, butylene carbonate, chlorobenzene, cyclohexane, cyclohexanol, alkyl acetates, diacetone alcohol, 1,2-dichloropropane, diethanolamine, p-diethylbenzene, diethylene glycol, diethylene glycol rosinate, diethylene glycol butyl ether, diethylene glycol ethyl ether, diethylene glycol methyl ether, N,N-dimethyl Formamide, dimethyl sulfoxide, 1,4-dioxane, dipropylene glycol, dipropylene glycol methyl ether, dipropylene glycol dibenzoate, dipropylene glycol, alkyl pyrrolidone, ethyl acetate, 2-ethylhexanol, ethylene carbonate, 1,1,1-trichloroethane, 2-heptanone, α-pinene, d-limonene, ethyl lactate, ethylene glycol, ethylene glycol butyl ether, ethylene glycol methyl ether, γ-butyrolactone, glycerol, acetic acid glyceryl, diacetic acid glyceryl, triacetic acid glyceryl, decaglycerol Hexadecane, Hexanediol, Isoamyl Acetate, Isobornyl Acetate, Isooctane, Isophorone, Cumene, Isopropyl Myristate, Lactic Acid, Lauramine, Mesityl Oxide, Methoxypropanol, Methyl Isoamyl Ketone, Methyl Isobutyl Ketone, Methyl Laurate, Methyl Caprylate, Methyl Oleate, Methylene Chloride, m-Xylene, n-Hexane, n-Octylamine, Octadecanoic Acid, Octylamine Acetate, Oleic Acid, Oleylamine, o-Xylene, Phenol, Polyethylene Glycol, Propionic Acid, Propyl Lactate , propylene carbonate, propylene glycol, propylene glycol methyl ether, p-xylene, toluene, triethyl phosphate, triethylene glycol, xylenesulfonic acid, paraffin, mineral oil, trichloroethylene, perchloroethylene, ethyl acetate, amyl acetate, butyl acetate, propylene glycol methyl ether, diethylene glycol methyl ether, methanol, ethanol, isopropanol and higher molecular weight alcohols such as amyl alcohol, tetrahydrofuranol, hexanol, octanol, ethylene glycol, propylene glycol, glycerol, N-methyl-2-pyrrolidone, etc.

[1150] Suitable solid carriers are, for example, talc, titanium dioxide, pyrophyllite clay, silica, attapulgite clay, diatomaceous earth, limestone, calcium carbonate, bentonite, calcium montmorillonite, cottonseed hulls, wheat flour, soy flour, pumice, wood flour, ground walnut shells, lignin, and similar substances.

[1151] Many surface-active substances can be used advantageously in both solid and liquid formulations, especially those which can be diluted with a carrier before use. Surface-active substances can be anionic, cationic, nonionic or polymeric and they can act as emulsifiers, wetting agents or suspending agents or for other purposes. Typical surface-active substances include, for example, salts of alkyl sulfates, such as diethanolammonium lauryl sulfate; salts of alkylarylsulfonates, such as calcium dodecylbenzenesulfonate; alkylphenol / alkylene oxide addition products, such as ethoxylated nonylphenol; alcohol / alkylene oxide addition products, such as ethoxylated tridecanol; soaps, such as sodium stearate; salts of alkylnaphthalenesulfonates, such as sodium dibutylnaphthalenesulfonate; salts of dialkylsulfosuccinates, such as sodium di(2-ethylhexyl)sulfosuccinate; sorbitol esters, such as sorbitol oleate; quaternary ammoniums, such as dodecyltrimethylammonium chloride; polyethylene glycol esters of fatty acids, such as polyethylene glycol stearate; block copolymers of ethylene oxide and propylene oxide; and salts of mono- and dialkyl phosphates; as well as other substances, such as described in: McCutcheon's Detergents and Emulsifiers Annual, MC Publishing Company (MC Publishing Company). Corp., Ridgewood New Jersey (1981).

[1152] Additional adjuvants that can be used in pesticidal formulations include crystallization inhibitors, viscosity modifiers, suspending agents, dyes, antioxidants, foaming agents, light absorbers, mixing aids, defoamers, complexing agents, substances and buffers that neutralize or alter the pH, corrosion inhibitors, fragrances, wetting agents, absorption enhancers, micronutrients, plasticizers, glidants, lubricants, dispersants, thickeners, antifreeze agents, microbicides, and liquid and solid fertilizers.

[1153] The composition according to the invention may comprise an additive comprising an oil of plant or animal origin, a mineral oil, an alkyl ester of such an oil or a mixture of such an oil and an oil derivative. The amount of the oil additive in the composition according to the invention is generally from 0.01% to 10% based on the mixture to be applied. For example, the oil additive may be added to the spray tank in the desired concentration after the spray mixture has been prepared. Preferred oil additives include mineral oil or an oil of plant origin, such as rapeseed oil, olive oil or sunflower oil; emulsified vegetable oils; alkyl esters of oils of plant origin, such as methyl derivatives; or oils of animal origin, such as fish oil or tallow. Preferred oil additives include C8-C 22 Alkyl esters of fatty acids, especially C 12 -C 18Methyl derivatives of fatty acids, such as the methyl esters of lauric acid, palmitic acid, and oleic acid (methyl laurate, methyl palmitate, and methyl oleate, respectively). Many oil derivatives are known from the Compendium of Herbicide Adjuvants, 10th edition, Southern Illinois University, 2010.

[1154] These compositions according to the invention generally comprise from 0.1% to 99% by weight, in particular from 0.1% to 95% by weight, of a compound according to the invention and from 1% to 99.9% by weight of formulation adjuvants, preferably including from 0 to 25% by weight of surface-active substances. While commercial products may preferably be formulated as concentrates, the end user will generally use dilute formulations.

[1155] The application rate varies within wide limits and depends on the nature of the soil, the application method, the crop plants, the harmful organisms to be controlled, the prevailing climatic conditions, and other factors dictated by the application method, the time of application, and the target crop. In general, the compound can be applied at a rate of from 1 l / ha to 2000 l / ha, in particular from 10 l / ha to 1000 l / ha.

[1156] A preferred formulation may have the following composition (wt %):

[1157] Emulsifiable concentrates :

[1158] Active ingredient: 1% to 95%, preferably 60% to 90%

[1159] Surfactant: 1% to 30%, preferably 5% to 20%

[1160] Liquid carrier: 1% to 80%, preferably 1% to 35%

[1161] Dust agent :

[1162] Active ingredient: 0.1% to 10%, preferably 0.1% to 5%

[1163] Solid carrier: 99.9% to 90%, preferably 99.9% to 99%

[1164] Suspension concentrate:

[1165] Active ingredient: 5% to 75%, preferably 10% to 50%

[1166] Water: 94% to 24%, preferably 88% to 30%

[1167] Surfactant: 1% to 40%, preferably 2% to 30%

[1168] wettable powder :

[1169] Active ingredient: 0.5% to 90%, preferably 1% to 80%

[1170] Surfactants: 0.5% to 20%, preferably 1% to 15%

[1171] Solid carrier: 5% to 95%, preferably 15% to 90%

[1172] Granules:

[1173] Active ingredient: 0.1% to 30%, preferably 0.1% to 15%

[1174] Solid carrier: 99.5% to 70%, preferably 97% to 85%

[1175] The following examples further illustrate (but do not limit) the present invention.

[1176]

[1177]

[1178] The combination is thoroughly mixed with the adjuvants and the mixture is thoroughly ground in a suitable grinder to obtain a wettable powder which can be diluted with water to give a suspension of the desired concentration.

[1179] <![CDATA[ Powder for dry seed treatment ]]> a) b) c) Active ingredient 25％ 50％ 75％ Light mineral oil 5％ 5％ 5％ Highly dispersed silicic acid 5％ 5％ - Kaolin 65％ 40％ - talc - 20％

[1180] The combination is thoroughly mixed with adjuvants and the mixture is thoroughly ground in a suitable grinder to obtain a dust that can be used directly for seed treatment.

[1181] <![CDATA[ Emulsifiable concentrates ]]> Active ingredient 10％ Octylphenol polyglycol ether (4-5 mol of ethylene oxide) 3％ Calcium dodecylbenzenesulfonate 3％ Castor oil polyglycol ether (35 mol of ethylene oxide) 4％ Cyclohexanone 30％ Xylene mixture 50％

[1182] Emulsions of any desired dilution which can be used in plant protection can be obtained from these concentrates by dilution with water.

[1183] <![CDATA[ Dust powder ]]> a) b) c) Active ingredient 5％ 6％ 4％ talc 95％ - - Kaolin - 94％ - Mineral fillers - - 96％

[1184] Ready-to-use dusts are obtained by mixing the combination with a carrier and grinding the mixture in a suitable grinder. Such dusts can also be used for dry seed dressing of seeds.

[1185] <![CDATA[ Extruder pellets ]]> Active ingredient 15％ Sodium lignin sulfonate 2％ Carboxymethyl cellulose 1％ Kaolin 82％

[1186] The combination is mixed with the adjuvants and ground, and the mixture is moistened with water. The mixture is extruded and then dried in a stream of air.

[1187] <![CDATA[ Coated granules ]]> Active ingredient 8％ Polyethylene glycol (molecular weight 200) 3％ Kaolin 89％

[1188] This finely ground combination is applied uniformly in a mixer to the kaolin moistened with polyethylene glycol. In this way, dust-free coated granules are obtained.

[1189] Suspension concentrates

[1190] Active ingredient 40％ Propylene glycol 10％ Nonylphenol polyglycol ether (15 mol of ethylene oxide) 6％ Sodium lignin sulfonate 10％ Carboxymethyl cellulose 1％ Silicone oil (in the form of a 75% emulsion in water) 1％ water 32％

[1191] The finely ground combination is intimately mixed with adjuvants to give a suspension concentrate from which suspensions of any desired dilution can be obtained by dilution with water. Using such dilutions, living plants as well as plant propagation materials can be treated and protected against microbial infestation by spraying, pouring or immersion.

[1192] Flowable concentrate for seed treatment

[1193]

[1194]

[1195] The finely ground combination is intimately mixed with adjuvants to give a suspension concentrate from which suspensions of any desired dilution can be obtained by dilution with water. Using such dilutions, living plants as well as plant propagation materials can be treated and protected against microbial infestation by spraying, pouring or immersion.

[1196] Extended-release capsule suspension

[1197] 28 parts of the combination are mixed with 2 parts of an aromatic solvent and 7 parts of a toluene diisocyanate / polymethylene-polyphenyl isocyanate mixture (8:1). This mixture is emulsified in a mixture of 1.2 parts of polyvinyl alcohol, 0.05 parts of a defoamer, and 51.6 parts of water until the desired particle size is reached. To this emulsion, 2.8 parts of a mixture of 1,6-hexanediamine in 5.3 parts of water are added. The mixture is stirred until the polymerization reaction is complete. The resulting capsule suspension is stabilized by adding 0.25 parts of a thickener and 3 parts of a dispersant. The capsule suspension formulation contains 28% active ingredient. The diameter of the medium capsules is 8-15 microns. The resulting formulation is applied to the seeds as an aqueous suspension in a device suitable for this purpose.

[1198] Formulation types include emulsion concentrates (EC), suspension concentrates (SC), suspoemulsions (SE), capsule suspensions (CS), water-dispersible granules (WG), emulsifiable granules (EG), emulsions, water-in-oil emulsions (EO), oil-in-water emulsions (EW), microemulsions (ME), oil dispersions (OD), oil suspensions (OF), oil-soluble concentrates (OL), soluble concentrates (SL), ultra-low volume suspensions (SU), ultra-low volume concentrates (UL), finished products (TK), dispersible concentrates (DC), wettable powders (WP), soluble granules (SG), or any technically feasible formulation in combination with agriculturally acceptable adjuvants.

[1199] Preparation example:

[1200] "Mp" means melting point in °C. Free radicals represent methyl groups. Recorded on a Brucker 400 MHz spectrometer 1 H NMR measurements, chemical shifts are given in ppm relative to TMS standards. Spectra were measured in deuterated solvents as specified. The compounds were characterized using any of the following LCMS methods. Characteristic LCMS values ​​obtained for each compound are the retention time ("Rt", reported in minutes) and the measured molecular ion (M+H) + or (MH) - .

[1201] LCMS method:

[1202] Method 1 :

[1203] Spectra were recorded on a mass spectrometer from Waters (SQD single quadrupole mass spectrometer) equipped with an electrospray source (polarity: positive or negative ion, full scan, capillary: 3.00 kV, cone range: 41 V, source temperature: 150°C, desolvation temperature: 500°C, cone gas flow: 50 L / Hr, desolvation gas flow: 1000 L / Hr; mass range: 110 to 800 Da) and an H-Class UPLC from Waters: binary pump, heated column compartment and diode array detector. Column: Waters UPLC HSS T3 C18, 1.8 μm, 30×2.1 mm, temperature: 40°C, DAD wavelength range (nm): 210 to 400, solvent gradient: A = water + 5% acetonitrile + 0.1% HCOOH, B = acetonitrile + 0.05% HCOOH; Gradient: 0 min 10% B; 0.-0.2 min 10%-50% B; 0.2-0.7 min 50%-100% B; 0.7-1.3 min 100% B; 1.3-1.4 min 100%-10% B; 1.4-1.6 min 10% B; flow rate (mL / min) 0.6.

[1204] Method 2 :

[1205] Spectra were recorded on a mass spectrometer from Agilent Technologies (6410 triple quadrupole mass spectrometer) equipped with an electrospray source (polarity: positive or negative ion, MS2 scan, capillary: 4.00 kV, fragmentor: 100 V, desolvation temperature: 350°C, gas flow: 11 L / min, nebulizer gas: 45 psi, mass range: 110 to 1000 Da) and a 1200 series HPLC from Agilent: quaternary pump, heated column compartment and diode array detector. Column: KINETEX EVO C18, 2.6 μm, 50×4.6 mm, temperature: 40°C, DAD wavelength range (nm): 210 to 400, solvent gradient: A = water + 5% acetonitrile + 0.1% HCOOH, B = acetonitrile + 0.1% HCOOH; Gradient: 0 min 0% B, 100% A; 0.9-1.8 min 100% B; 1.8-2.2 min 100% -10% B; 2.2-2.5 min 10% B; flow rate (mL / min) 1.8.

[1206] Example P1: [2-[5-[[dimethyl(oxo)-λ 6 -sulfanyl]amino]-3-ethylsulfonyl-2-pyridyl]- 1,3-Benzoxazol-5-yl]-imino-oxo-(trifluoromethyl)-λ 6 Preparation of -sulfane (Compound P1)

[1207]

[1208] Step 1: 5-Bromo-3-ethylsulfonyl-N-[2-hydroxy-5-(trifluoromethylsulfanyl)phenyl]pyridine-2-carboxamide Preparation of amine (intermediate I1)

[1209]

[1210] To 5-bromo-3-ethylsulfonyl-pyridine-2-carboxylic acid (CAS 2098699-89-7, prepared as described in WO2018215304) (5.3g, 18mmol) in dichloromethane (53mL) and DMF (1.8mL) 0 DEG C of cooling suspension was dropwise added oxalyl chloride (3.2mL, 36mmol) by syringe. The gained off-white suspension was stirred at room temperature for 2 hours. The reaction mass was evaporated to dryness under a nitrogen atmosphere to obtain thick 5-bromo-3-ethylsulfonyl-pyridine-2-carbonyl chloride, which was used as it is in the next step.

[1211] To a 0 ° C cooled solution of 2-amino-4-(trifluoromethylsulfanyl)phenol (CAS 228401-48-7, prepared as described in WO 2011040629) (4.5 g, 21 mmol) in tetrahydrofuran (20 mL) was added N, N-diisopropylethylamine (6.1 mL, 36 mmol), followed by a freshly prepared solution of 5-bromo-3-ethylsulfonyl-pyridine-2-carbonyl chloride in THF (20 mL). The reaction mass was stirred at room temperature for 16 hours, then quenched with water (100 mL) and extracted with ethyl acetate (3×80 mL). The combined organic layers were washed with brine (100 mL), dried over sodium sulfate, filtered and concentrated in vacuo. The crude compound was purified using combiflash (silica gel, 10%-15% ethyl acetate in cyclohexane) to give 5-bromo-3-ethylsulfonyl-N-[2-hydroxy-5-(trifluoromethyl-sulfanyl)phenyl]pyridine-2-carboxamide. LCMS (Method 1): Retention time 1.11 min, 485 (M+H) + .

[1212] Step 2: 2-(5-bromo-3-ethylsulfonyl-2-pyridyl)-5-(trifluoromethylsulfanyl)-1,3-benzoxazole Preparation of (Intermediate I2)

[1213]

[1214] To a stirred solution of 5-bromo-3-ethylsulfonyl-N-[2-hydroxy-5-(trifluoromethylsulfanyl)phenyl]pyridine-2-carboxamide (Intermediate I1 prepared as described above) (4.5 g, 9.3 mmol) in m-xylene (45 mL) was added 4-methylbenzenesulfonic acid hydrate (1.6 g, 9.3 mmol) at room temperature and the reaction mass was heated at 160°C for 9 hours. The reaction mixture was cooled to room temperature, diluted with water (50 mL) and extracted with ethyl acetate (3 x 50 mL). The combined organic layers were washed with brine (50 mL), dried over sodium sulfate, filtered and concentrated in vacuo. The crude compound was purified using combiflash (silica gel, 10%-15% ethyl acetate in cyclohexane) to give 2-(5-bromo-3-ethylsulfonyl-2-pyridyl)-5-(trifluoromethylsulfanyl)-1,3-benzoxazole.

[1215] LCMS (method 1): retention time 1.23 min, 476 (M+H) + . 1H NMR (400MHz, DMSO-d6) δppm 1.28(t,3H),3.91-3.98(m,2H),7.91(dd,1H),8.10(d,1H),8.38(d,1H),8.74(d,1H),9.30(d,1H).

[1216] Step 3: [5-Ethylsulfonyl-6-[5-(trifluoromethylsulfanyl)-1,3-benzoxazol-2-yl]-3-pyridine imino-dimethyl-oxy-λ 6 Preparation of -sulfane (intermediate I3)

[1217]

[1218] To a solution of 2-(5-bromo-3-ethylsulfonyl-2-pyridyl)-5-(trifluoromethylsulfanyl)-1,3-benzoxazole (intermediate I2 prepared as described above) (0.59 g, 1.26 mmol) in 1,4-dioxane (5.0 mL) was added dimethylsulfenyl imide (0.136 g, 1.38 mmol), cesium carbonate (0.827 g, 2.52 mmol) and (5-diphenylphosphanyl-9,9-dimethyl-xanthen-4-yl)-diphenyl-phosphane (0.15 g, 0.25 mmol). The reaction mass was degassed with nitrogen for 10 min, and then (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium (0.11 g, 0.12 mmol) was added thereto. The reaction mass was refluxed at 110°C under nitrogen atmosphere for 3 hours and then diluted with water (30 mL) and extracted with ethyl acetate (3 x 30 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo. The crude product was purified by combiflash (silica gel, 10% methanol in dichloromethane) to give [5-ethylsulfonyl-6-[5-(trifluoromethylsulfanyl)-1,3-benzoxazol-2-yl]-3-pyridyl]imino-dimethyl-oxo-λ 6 -sulfane. LCMS (method 1): retention time 1.05 min, 480 (M+H) + . 1 H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.44 (t, 3H), 3.32 (s, 6H), 4.05 (q, 2H), 7.68-7.75 (m, 2H), 8.14-8.18 (m, 2H), 8.70 (d, 1H).

[1219] Step 4: [2-[5-[[dimethyl(oxo)-λ 6 -sulfanyl]amino]-3-ethylsulfonyl-2-pyridyl]- 1,3-Benzoxazol-5-yl]-imino-oxo-(trifluoromethyl)-λ 6 Preparation of -sulfane (Compound P1)

[1220]

[1221] [5-ethylsulfonyl-6-[5-(trifluoromethylsulfanyl)-1,3-benzoxazol-2-yl]-3-pyridyl]imino-dimethyl-oxo-λ 6To a stirred solution of -sulfane (intermediate I3 prepared as described above) (0.4 g, 0.83 mmol) in 2,2,3,3,4,4,5,5-octafluoropentan-1-ol (7.0 mL) was added ammonium carbamate (0.19 g, 2.5 mmol) followed by PhI(OAc)2 (1.15 g, 3.5 mmol). The reaction mixture was stirred at room temperature for 6 hours. The reaction mass was quenched with ice-cold water (20 mL) and extracted with ethyl acetate (3×20 mL). The combined organic layers were washed with sodium thiosulfate solution (20 mL) and brine (20 mL), dried over sodium sulfate, filtered and concentrated in vacuo. The crude product was purified by combiflash (silica gel, 10% MeOH in dichloromethane) to give [2-[5-[[dimethyl(oxo)-λ 6 -sulfanyl]amino]-3-ethylsulfonyl-2-pyridyl]-1,3-benzoxazol-5-yl]-imino-oxo-(trifluoromethyl)-λ 6 -sulfane. LCMS (method 1): retention time 0.91 min, 511 (M+H) + .

[1222] 1H NMR (400 MHz, acetone-d6) δ ppm 1.32-1.41 (m, 3H), 3.49 (s, 6H), 3.94 (q, 2H), 8.05 (d, 1H), 8.16 (d, 1H), 8.32 (d, 1H), 8.32 (d, 1H), 8.58-8.63 (m, 2H).

[1223] Example P2: [2-[5-[[dimethyl(oxo)-λ 6 -sulfanyl]amino]-3-ethylsulfonyl-2-pyridyl]- 1,3-Benzoxazol-5-yl]-ethylimino-oxy-(trifluoromethyl)-λ 6 Preparation of -sulfane (Compound P2)

[1224]

[1225] Step 1: [2-(5-Bromo-3-ethylsulfonyl-2-pyridinyl)-1,3-benzoxazol-5-yl]-imino-oxo- (Trifluoromethyl)-λ 6 Preparation of -sulfane (intermediate I4)

[1226]

[1227] To a stirred solution of 2-(5-bromo-3-ethylsulfonyl-2-pyridinyl)-5-(trifluoromethylsulfanyl)-1,3-benzoxazole (intermediate I2 prepared as described above) (0.9 g, 1.92 mmol) in 2,2,3,3,4,4,5,5-octafluoropentan-1-ol (12.0 mL) was added ammonium carbamate (0.46 g, 5.77 mmol) followed by PhI(OAc)2 (2.65 g, 8.09 mmol) at room temperature. The reaction mixture was stirred at room temperature for 16 hours. The reaction mass was quenched with ice-cold water (50 mL) and extracted with ethyl acetate (3×50 mL). The combined organic layers were washed with sodium thiosulfate solution (50 mL) and brine (50 mL), dried over sodium sulfate, filtered and concentrated in vacuo. The crude product was purified by combiflash (silica gel, 40% ethyl acetate in cyclohexane) to give [2-(5-bromo-3-ethylsulfonyl-2-pyridinyl)-1,3-benzoxazol-5-yl]-imino-oxo-(trifluoromethyl)-λ 6 -sulfane.

[1228] LCMS (method 1): retention time 1.05 min, 498 (M+H) + .

[1229] Step 2: [2-(5-Bromo-3-ethylsulfonyl-2-pyridinyl)-1,3-benzoxazol-5-yl]-ethylimino- Oxo-(trifluoromethyl)-λ 6 Preparation of -sulfane (Intermediate I5)

[1230]

[1231] To [2-(5-bromo-3-ethylsulfonyl-2-pyridyl)-1,3-benzoxazol-5-yl]-imino-oxo-(trifluoromethyl)-λ 6 To a stirred solution of -sulfane (intermediate I4 prepared as described above) (1.5 g, 3.0 mmol) in N,N-dimethylformamide (15.0 mL) was added potassium carbonate (1.2 g, 9.0 mmol) followed by iodoethane (700 mg, 4.5 mmol). The reaction mass was stirred at room temperature for 4 hours and then quenched with ice-cold water (80 mL) and extracted with ethyl acetate (3×50 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo. The crude product was purified by combiflash (silica gel, 40% ethyl acetate in cyclohexane) to give [2-(5-bromo-3-ethylsulfonyl-2-pyridinyl)-1,3-benzoxazol-5-yl]-ethylimino-oxo-(trifluoromethyl)-λ 6 -sulfane.

[1232] LCMS (method 1): retention time 1.21 min, 526 (M+H) + .

[1233] Step 3: [2-[5-[[dimethyl(oxo)-λ 6 -sulfanyl]amino]-3-ethylsulfonyl-2-pyridyl]- 1,3-Benzoxazol-5-yl]-ethylimino-oxy-(trifluoromethyl)-λ 6 Preparation of -sulfane (Compound P2)

[1234]

[1235] To [2-(5-bromo-3-ethylsulfonyl-2-pyridyl)-1,3-benzoxazol-5-yl]-ethylimino-oxo-(trifluoromethyl)-λ 6 To a solution of -sulfane (Intermediate I5 prepared as described above) (0.70 g, 1.33 mmol) in 1,4-dioxane (5.0 mL) was added dimethylsulfinyl imide (0.14 g, 1.46 mmol), cesium carbonate (0.87 g, 2.66 mmol), and (5-diphenylphosphanyl-9,9-dimethyl-xanthen-4-yl)-diphenyl-phosphane (0.15 g, 0.26 mmol). The reaction mass was degassed with nitrogen for 10 minutes, and then (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium (0.12 g, 0.13 mmol) was added. The reaction mass was refluxed at 110° C. under a nitrogen atmosphere for 3 hours, then diluted with water (30 mL) and extracted with ethyl acetate (3×30 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo. The crude product was purified by combiflash (silica gel, 10% methanol in dichloromethane) to give [2-[5-[[dimethyl(oxo)-λ] 6 -sulfanyl]amino]-3-ethylsulfonyl-2-pyridyl]-1,3-benzoxazol-5-...

Claims

1. A compound having formula (I) in G1 and G2 are independently CH or N; G3 is NCH3 or O; R1 is C1-C6 alkyl or C1-C6 haloalkyl; R2 is H, C1-C6 alkyl, C1-C6 cycloalkyl, C1-C6 haloalkyl, -C(O)R3 or CN; R3 is C1-C6 alkyl; Q is a group selected from the group consisting of: Formula Qa and Qb wherein arrows indicate points of attachment to carbon atoms of the bicyclic ring; And among them A is CH or N; X is S, SO or SO2; R4 is a C1-C4 alkyl group; R5 is hydrogen or halogen; or R5 is a five- to six-membered aromatic ring system connected to the ring containing the substituent A via a ring carbon atom, the ring system being unsubstituted or mono- or poly-substituted by substituents selected from the group consisting of halogen, cyano, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylsulfanyl, C1-C4 alkylsulfinyl and C1-C4 alkylsulfonyl; and the ring system may contain 1, 2 or 3 ring heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, wherein the ring system may not contain more than one ring oxygen atom and may not contain more than one ring sulfur atom; or R5 is a five-membered aromatic ring system connected to the ring containing the substituent A via a ring nitrogen atom, the ring system being unsubstituted or mono- or poly-substituted by substituents selected from the group consisting of halogen, cyano, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylsulfanyl, C1-C4 alkylsulfinyl and C1-C4 alkylsulfonyl; and the ring system contains 1, 2 or 3 ring heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, wherein the ring system contains at least one ring nitrogen atom and may not contain more than one ring oxygen atom and may not contain more than one ring sulfur atom; R6 is halogen, C1-C6 haloalkyl, C3-C6 cycloalkyl, C3-C6 cycloalkyl monosubstituted by cyano, C3-C6 alkyl monosubstituted by cyano, C1-C6 alkoxy, C1-C6 haloalkoxy, C1-C6 alkoxy substituted by cyano, -N=S(O)R7R8, N(R9)C(=O)R 10 、N(R 11 )R 12 , or 2-pyridyloxy; or R6 is a five- to six-membered aromatic ring system connected to the ring containing the substituent A via a ring carbon atom, the ring system being unsubstituted or mono- or poly-substituted by substituents selected from the group consisting of halogen, cyano, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylsulfanyl, C1-C4 alkylsulfinyl and C1-C4 alkylsulfonyl; and the ring system may contain 1, 2 or 3 ring heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, wherein the ring system may not contain more than one ring oxygen atom and may not contain more than one ring sulfur atom; or R6 is a five-membered aromatic ring system connected to the ring containing the substituent A via a ring nitrogen atom, the ring system being unsubstituted or mono- or poly-substituted by substituents selected from the group consisting of halogen, cyano, C1-C4 alkyl, C1-C4 haloalkyl, C1-C4 alkoxy, C1-C4 haloalkoxy, C1-C4 alkylsulfanyl, C1-C4 alkylsulfinyl and C1-C4 alkylsulfonyl; and the ring system contains 1, 2 or 3 ring heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, wherein the ring system contains at least one ring nitrogen atom and may not contain more than one ring oxygen atom and may not contain more than one ring sulfur atom; R7 and R8 are independently C1-C6 alkyl; R9 is H or C1-C6 alkyl; R 10 is C1-C6 alkyl or C3-C6 cycloalkyl; R 11 and R 12 are independently H or C1-C6 alkyl; or an agrochemically acceptable salt of a compound of formula I.

2. The compound of formula I according to claim 1, which is represented by a compound of formula I-1 wherein G1, G2, R1, R2, A, X, R4, and R5 are as defined in claim 1 under formula I, or an agrochemically acceptable salt thereof.

3. The compound of claim 1 having formula I, which is represented by a compound having formula I-2 wherein G1, G2, R1, R2, A, X, R4 and R6 are as defined in claim 1 under formula I, or an agrochemically acceptable salt thereof.

4. The compound of claim 1 having formula I, which is represented by a compound having formula I-3 wherein G1, G2, R1, R2, A, X, R4, and R5 are as defined in claim 1 under formula I, or an agrochemically acceptable salt thereof.

5. The compound of claim 1 having formula I, which is represented by a compound having formula I-4 wherein G1, G2, R1, R2, A, X, R4 and R6 are as defined in claim 1 under formula I, or an agrochemically acceptable salt thereof.

6. The compound of formula I according to claim 1, which is represented by a compound of formula I-5 wherein R1, R2, A, X, R4, and R5 are as defined in claim 1 under formula I, or an agrochemically acceptable salt thereof.

7. The compound of formula I according to claim 1, which is represented by a compound of formula I-6 wherein R1, R2, A, X, R4 and R6 are as defined in claim 1 under formula I, or an agrochemically acceptable salt thereof.

8. The compound of claim 1 having formula I, which is represented by a compound having formula I-7 wherein R1, R2, A, X, R4, and R5 are as defined in claim 1 under formula I, or an agrochemically acceptable salt thereof.

9. The compound of formula I according to claim 1, which is represented by a compound of formula I-8 wherein R1, R2, A, X, R4 and R6 are as defined in claim 1 under formula I, or an agrochemically acceptable salt thereof.

10. A compound according to any one of claims 1 to 9, wherein: R1 is methyl or trifluoromethyl; X is S or SO2; and R4 is a C1-C2 alkyl group.

11. The compound according to claim 10, wherein: R1 is trifluoromethyl; X is SO2; and R4 is ethyl.

12. The compound of claim 1 having formula I, which is represented by a compound having formula I-9 Wherein Q is a group selected from the group consisting of: Formula Qa1 and Qb1 wherein arrows indicate points of attachment to carbon atoms of the bicyclic ring; and wherein R2, R5 and R6 are as defined under formula I in claim 1, or an agrochemically acceptable salt thereof.

13. The compound of claim 1 having formula I, which is represented by a compound having formula I-10 wherein R1, R2, A, X, R4, and R5 are as defined in claim 1 under formula I, or an agrochemically acceptable salt thereof.

14. The compound of claim 1 having formula I, which is represented by a compound having formula I-11 wherein R1, R2, A, X, R4 and R6 are as defined in claim 1 under formula I, or an agrochemically acceptable salt thereof.

15. The compound of claim 1 having formula I, which is represented by a compound having formula I-12 wherein R2 is defined under formula I as claimed in claim 1 and Q is a group selected from the group consisting of: formula Qa1 and Qb1 wherein arrows indicate points of attachment to carbon atoms of the bicyclic ring; and wherein R5 and R6 are as defined in claim 1 under formula I, or an agrochemically acceptable salt thereof.

16. The compound of claim 1 having formula I, which is represented by a compound having formula I-13 wherein R2 is defined under formula I as claimed in claim 1 and Q is a group selected from the group consisting of: formula Qa1 and Qb1 wherein arrows indicate points of attachment to carbon atoms of the bicyclic ring; and wherein A, R5 and R6 are as defined under formula I in claim 1, or an agrochemically acceptable salt thereof.

17. A compound according to any one of claims 1 to 9 and 11 to 16, wherein: R2 is H, C1-C4 alkyl, cyclopropyl, C1-C4 haloalkyl, -C(O)R3 or cyano; and R3 is a C1-C4 alkyl group.

18. The compound according to claim 17, wherein: R2 is H, cyano, methyl, ethyl, cyclopropyl, or 2,2,2-trifluoroethyl; and R3 is methyl.

19. A compound according to any one of claims 1, 2, 4, 6, 8, 11, 12, 13, 15 or 16, wherein: R5 is hydrogen, N-attached pyrazolyl which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl, C-attached pyrimidinyl which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl, or N-attached triazolyl which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl.

20. The compound according to any one of claims 10, wherein: R5 is hydrogen, N-attached pyrazolyl which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl, C-attached pyrimidinyl which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl, or N-attached triazolyl which is unsubstituted or may be monosubstituted by chlorine or trifluoromethyl.

21. A compound according to any one of claims 1, 3, 5, 7, 9, 11, 12, 14, 15 or 16, wherein: R6 is cyclopropyl, 1-cyanocyclopropyl, 2,2,2-trifluoroethoxy, 2,2-difluoropropoxy, 1-cyano-1-methyl-ethoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, pyrimidin-2-yl, 4-trifluoromethyl-pyrimidin-2-yl, 5-cyano-pyrimidin-2-yl, 5-chloro-pyrimidin-2-yl, 3-chloro-pyrazol-1-yl, or 3-trifluoromethyl-pyrazol-1-yl.

22. The compound according to claim 10, wherein: R6 is cyclopropyl, 1-cyanocyclopropyl, 2,2,2-trifluoroethoxy, 2,2-difluoropropoxy, 1-cyano-1-methyl-ethoxy, -N=S(O)(CH3)2, -N(CH3)COCH3, 2-pyridyloxy, pyrimidin-2-yl, 4-trifluoromethyl-pyrimidin-2-yl, 5-cyano-pyrimidin-2-yl, 5-chloro-pyrimidin-2-yl, 3-chloro-pyrazol-1-yl, or 3-trifluoromethyl-pyrazol-1-yl.

23. A compound according to any one of claims 1 to 9 and 11 to 16, wherein A is N.

24. A compound according to any one of claims 1 to 9 and 11 to 16, wherein A is CH.

25. The compound of claim 1 having formula I, selected from the group consisting of: [2-[5-[[dimethyl(oxy)-λ 6 -sulfanyl]amino]-3-ethylsulfonyl-2-pyridyl]-1,3-benzoxazol-5-yl]-imino-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P1); [2-[5-[[dimethyl(oxy)-λ 6 -sulfuryl]amino]-3-ethylsulfonyl-2-pyridyl]-1,3-benzoxazol-5-yl]-ethylimino-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P2); N-[5-ethylsulfonyl-6-[5-[N-ethyl-S-(trifluoromethyl)sulfonylimino]-1,3-benzoxazol-2-yl]-3-pyridinyl]-N-methyl-acetamide (Compound P3); N-[5-ethylsulfonyl-6-[5-(trifluoromethylsulfonylimino)-1,3-benzoxazol-2-yl]-3-pyridinyl]-N-methyl-acetamide (Compound P4); Ethylimino-[2-[3-ethylsulfonyl-5-[3-(trifluoromethyl)pyrazol-1-yl]-2-pyridinyl]-1,3-benzoxazol-5-yl]-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P5); [2-[3-Ethylsulfonyl-5-[3-(trifluoromethyl)pyrazol-1-yl]-2-pyridinyl]-1,3-benzoxazol-5-yl]-imino-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P6); 1-[5-ethylsulfonyl-6-[5-(trifluoromethylsulfonylimino)-1,3-benzoxazol-2-yl]-3-pyridinyl]cyclopropanecarbonitrile (Compound P7); 1-[5-ethylsulfonyl-6-[5-[N-ethyl-S-(trifluoromethyl)sulfonylimino]-1,3-benzoxazol-2-yl]-3-pyridinyl]cyclopropanecarbonitrile (Compound P8); [2-[3-Ethylsulfonyl-5-(2-pyridyloxy)-2-pyridyl]-1,3-benzoxazol-5-yl]-imino-oxo-(trifluoromethyl)-λ 6 -sulfane (Compound P9); ethylimino-[2-[3-ethylsulfonyl-5-(2-pyridyloxy)-2-pyridyl]-1,3-benzoxazol-5-yl]-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P10); [2-(5-cyclopropyl-3-ethylsulfonyl-2-pyridyl)-1,3-benzoxazol-5-yl]-ethylimino-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P11); [2-(5-cyclopropyl-3-ethylsulfonyl-2-pyridinyl)-1,3-benzoxazol-5-yl]-imino-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P12); Cyclopropylimino-[2-(3-ethylsulfonyl-2-pyridyl)-1,3-benzoxazol-5-yl]-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P13); [2-(3-ethylsulfonyl-2-pyridyl)-1,3-benzoxazol-5-yl]-oxo-(2,2,2-trifluoroethylimino)-(trifluoromethyl)-λ 6 -sulfane (compound P14); [[2-(3-Ethylsulfonyl-2-pyridyl)-1,3-benzoxazol-5-yl]-oxo-(trifluoromethyl)-λ 6 -sulfanylidene]cyanamide (compound P15); [2-(3-Ethylsulfonyl-2-pyridyl)-1,3-benzoxazol-5-yl]-imino-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P16); N-[[2-(3-ethylsulfonyl-2-pyridyl)-1,3-benzoxazol-5-yl]-oxo-(trifluoromethyl)-λ 6 -sulfanylidene]acetamide (Compound P17); [2-(3-Ethylsulfonyl-2-pyridyl)-1,3-benzoxazol-5-yl]-methylimino-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P18); Ethylimino-[2-(3-ethylsulfonyl-2-pyridyl)-1,3-benzoxazol-5-yl]-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P19); 1-[5-ethylsulfonyl-6-[6-[N-ethyl-S-(trifluoromethyl)sulfonylimino]-3-methyl-imidazo[4,5-b]pyridin-2-yl]-3-pyridinyl]cyclopropane-carbonitrile (Compound P20); 1-[5-ethylsulfonyl-6-[3-methyl-6-(trifluoromethyl-sulfonylimino)imidazo[4,5-b]pyridin-2-yl]-3-pyridinyl]cyclopropanecarbonitrile (Compound P21); Ethylimino-[2-[3-ethylsulfonyl-5-(2,2,2-trifluoroethoxy)-2-pyridinyl]-1,3-benzoxazol-5-yl]-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P22), [2-[3-Ethylsulfonyl-5-(2,2,2-trifluoroethoxy)-2-pyridyl]-1,3-benzoxazol-5-yl]-imino-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P23), N-[[2-[3-Ethylsulfonyl-5-(2,2,2-trifluoroethoxy)-2-pyridyl]-1,3-benzoxazol-5-yl]-oxo-(trifluoromethyl)-λ 6 -sulfanylidene]acetamide (compound P24), N-[[2-[3-Ethylsulfonyl-5-(2-pyridyloxy)-2-pyridyl]-1,3-benzoxazol-5-yl]-oxo-(trifluoromethyl)-λ 6 -sulfanylidene]acetamide (compound P25), [2-[5-(2,2-difluoropropoxy)-3-ethylsulfonyl-2-pyridyl]-1,3-benzoxazol-5-yl]-imino-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P26), [2-[5-(2,2-difluoropropoxy)-3-ethylsulfonyl-2-pyridyl]-1,3-benzoxazol-5-yl]-ethylimino-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P27), 1-[5-ethylsulfonyl-6-[5-[N-(2,2,2-trifluoroethyl)-S-(trifluoromethyl)sulfonylimino]-1,3-benzoxazol-2-yl]-3-pyridinyl]cyclopropanecarbonitrile (Compound P28), 1-[5-ethylsulfonyl-6-[5-[N-methyl-S-(trifluoromethyl)sulfonylimino]-1,3-benzoxazol-2-yl]-3-pyridinyl]cyclopropanecarbonitrile (Compound P29), 1-[6-[5-[N-cyclopropyl-S-(trifluoromethyl)sulfonylimino]-1,3-benzoxazol-2-yl]-5-ethylsulfonyl-3-pyridyl]cyclopropanecarbonitrile (Compound P30), 1-[6-[5-[N-cyclopropyl-S-(trifluoromethyl)sulfonylimino]-1-methyl-benzimidazol-2-yl]-5-ethylsulfonyl-3-pyridyl]cyclopropanecarbonitrile (Compound P31), 1-[5-ethylsulfonyl-6-[5-[N-ethyl-S-(trifluoromethyl)sulfonylimino]-1-methyl-benzimidazol-2-yl]-3-pyridinyl]cyclopropanecarbonitrile (Compound P32), 1-[5-ethylsulfonyl-6-[1-methyl-5-(trifluoromethylsulfonylimino)benzimidazol-2-yl]-3-pyridyl]cyclopropanecarbonitrile (Compound P33), 1-[5-ethylsulfonyl-6-[1-methyl-5-[N-(2,2,2-trifluoroethyl)-S-(trifluoromethyl)sulfonylimino]benzimidazol-2-yl]-3-pyridyl]cyclopropanecarbonitrile (Compound P34), Ethylimino-[2-(3-ethylsulfonyl-5-pyrimidin-2-yl-2-pyridinyl)-1,3-benzoxazol-5-yl]-oxo-(trifluoromethyl)-λ 6 -sulfane (Compound P35), [2-(3-ethylsulfonyl-5-pyrimidin-2-yl-2-pyridinyl)-1,3-benzoxazol-5-yl]-imino-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P36), [2-[5-(3-chloropyrazol-1-yl)-3-ethylsulfonyl-2-pyridyl]-1,3-benzoxazol-5-yl]-imino-oxo-(trifluoromethyl)-λ 6 -sulfane (Compound P37), [2-[5-(3-chloropyrazol-1-yl)-3-ethylsulfonyl-2-pyridyl]-1,3-benzoxazol-5-yl]-ethylimino-oxo-(trifluoromethyl)-λ 6 -sulfane (Compound P38), Ethylimino-[2-[3-ethylsulfonyl-6-(1,2,4-triazol-1-yl)-2-pyridinyl]-1,3-benzoxazol-5-yl]-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P39), [2-[3-ethylsulfonyl-5-[4-(trifluoromethyl)pyrimidin-2-yl]-2-pyridinyl]-1,3-benzoxazol-5-yl]-imino-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P40), Ethylimino-[2-[3-ethylsulfonyl-5-[4-(trifluoromethyl)pyrimidin-2-yl]-2-pyridinyl]-1,3-benzoxazol-5-yl]-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P41), [2-[5-(5-chloropyrimidin-2-yl)-3-ethylsulfonyl-2-pyridinyl]-1,3-benzoxazol-5-yl]-imino-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P42), [2-[5-(5-chloropyrimidin-2-yl)-3-ethylsulfonyl-2-pyridinyl]-1,3-benzoxazol-5-yl]-ethylimino-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P43), [2-[3-Ethylsulfonyl-6-(1,2,4-triazol-1-yl)-2-pyridinyl]-1-methyl-benzimidazol-5-yl]-imino-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P44), Ethylimino-[2-[3-ethylsulfonyl-6-(1,2,4-triazol-1-yl)-2-pyridinyl]-1-methyl-benzimidazol-5-yl]-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P45), [2-[6-(3-chloro-1,2,4-triazol-1-yl)-3-ethylsulfonyl-2-pyridyl]-1-methyl-benzoimidazol-5-yl]-imino-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P46), [2-[6-(3-chloro-1,2,4-triazol-1-yl)-3-ethylsulfonyl-2-pyridyl]-1-methyl-benzoimidazol-5-yl]-ethylimino-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P47), [2-[3-ethylsulfonyl-6-[3-(trifluoromethyl)-1,2,4-triazol-1-yl]-2-pyridinyl]-1-methyl-benzimidazol-5-yl]-imino-oxo-(trifluoromethyl)-λ 6 -sulfane (Compound P48), Ethylimino-[2-[3-ethylsulfonyl-6-[3-(trifluoromethyl)-1,2,4-triazol-1-yl]-2-pyridinyl]-1-methyl-benzimidazol-5-yl]-oxo-(trifluoromethyl)-λ 6 -sulfane (Compound P49), [2-[3-ethylsulfonyl-5-(2-pyridyloxy)-2-pyridyl]-1-methyl-benzoimidazol-5-yl]-imino-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P50), Ethylimino-[2-[3-ethylsulfonyl-5-(2-pyridyloxy)-2-pyridyl]-1-methyl-benzimidazol-5-yl]-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P51), 2-[5-ethylsulfonyl-6-[1-methyl-5-(trifluoromethylsulfonylimino)benzimidazol-2-yl]-3-pyridinyl]pyrimidine-5-carbonitrile (Compound P52), 2-[5-ethylsulfonyl-6-[5-[N-ethyl-S-(trifluoromethyl)sulfonylimino]-1-methyl-benzimidazol-2-yl]-3-pyridinyl]pyrimidine-5-carbonitrile (Compound P53), [2-(3-ethylsulfonyl-6-pyrimidin-2-yl-2-pyridinyl)-1,3-benzoxazol-5-yl]-imino-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P54), Ethylimino-[2-(3-ethylsulfonyl-6-pyrimidin-2-yl-2-pyridinyl)-1,3-benzoxazol-5-yl]-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P55), [2-[3-Ethylsulfonyl-6-(1,2,4-triazol-1-yl)-2-pyridinyl]-1,3-benzoxazol-5-yl]-imino-oxo-(trifluoromethyl)-λ 6 -sulfane (compound P56), 1-[5-Ethylsulfonyl-6-[3-methyl-6-[N-(2,2,2-trifluoroethyl)-S-(trifluoromethyl)sulfonylimino]imidazo[4,5-b]pyridin-2-yl]-3-pyridinyl]cyclopropanecarbonitrile (Compound P57), 1-[6-[6-[N-cyclopropyl-S-(trifluoromethyl)sulfonylimino]-3-methyl-imidazo[4,5-b]pyridin-2-yl]-5-ethylsulfonyl-3-pyridinyl]cyclopropanecarbonitrile (Compound P58).

26. A composition comprising an insecticidal, acaricidal, nematicidal or molluscicidal effective amount of a compound of formula (I) as defined in any one of claims 1 to 25 or an agrochemically acceptable salt thereof, and optionally, an adjuvant or diluent.

27. A method for combating and controlling insects, acarines, nematodes or molluscs for non-therapeutic purposes, the method comprising applying an insecticidal, acaricidal, nematicidal or molluscicidal effective amount of a compound of formula (I) as defined in any one of claims 1 to 25 or an agrochemically acceptable salt thereof, or a composition as defined in claim 26, to the pest, the location of the pest, or a plant susceptible to attack by the pest.

28. A method for protecting plant propagation material from attack by insects, mites, nematodes or molluscs, the method comprising treating the propagation material or the site where the propagation material is planted with a composition according to claim 26.

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