Herbicidal malonamides

Abstract

The present application relates to malonamide compounds of formula (I), wherein the variables are defined in the claims and description, and to compositions comprising these compounds. The present application also relates to the use of said malonamide compounds or corresponding compositions for controlling undesirable plants. Furthermore, the present application relates to methods for controlling undesirable plants, wherein said malonamide compounds or corresponding compositions are applied.

Description

[0001] This invention relates to malondiamide compounds and compositions comprising them. The invention also relates to the use of malondiamide compounds or corresponding compositions in controlling unwanted plants. Furthermore, the invention relates to methods of applying malondiamide compounds or corresponding compositions.

[0002] To control unwanted plants, especially in crops, there is a continuous need for novel herbicides that are highly active and selective and do not have significant toxicity to humans and animals.

[0003] WO 2012 / 130798, WO 2014 / 04882, WO 2014 / 048882, WO 2018 / 228985, WO 2018 / 228986, WO 2019 / 034602, WO 2019 / 145245, WO 2020 / 114932, WO 2020 / 114934 and WO2020 / 182723 describe 3-phenylisooxazoline-5-carboxamides and their use as herbicides.

[0004] WO 87 / 05898 describes the use of malonic acid derivatives for delaying plant growth.

[0005] US3,072,473 describes malonic acid derivatives as plant growth regulators.

[0006] WO 01 / 12183 describes the use of malonic acid derivatives characterized by monocyclic saturated heterocycles having up to two heteroatoms in the treatment of cell adhesion-mediated conditions.

[0007] Existing herbicidal compounds are often insufficient and / or unsatisfactory in their herbicidal activity, especially at low application rates, resulting in poor compatibility with crops.

[0008] Therefore, the object of this invention is to provide other malonamide compounds that possess strong herbicidal activity, sufficiently low toxicity to humans and animals, and / or high compatibility with crops, especially even at low application rates. The malonamide compounds should also exhibit a broad activity spectrum across a wide range of undesirable plants.

[0009] These and other purposes are achieved by compounds of formula (I) as defined below, including their agriculturally usable salts.

[0010] Therefore, the present invention provides a compound of formula (I):

[0011]

[0012] The substituents have the following meanings:

[0013] R 1It can be hydrogen, C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkoxy-C1-C3 alkyl, C1-C3 alkoxy or C1-C3 haloalkoxy;

[0014] R 2 It can be hydrogen, halogen, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy or C1-C3 haloalkoxy;

[0015] R 3 It can be hydrogen, halogen, nitro, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl or C1-C3 alkylsulfonyl;

[0016] R 4 It can be hydrogen, halogen, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, C3-C4 halocycloalkyl, C1-C3 haloalkoxy, C2-C3 haloalkenyl or C2-C3 haloalkynyl;

[0017] R 5 It can be hydrogen, halogen, nitro, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl or C1-C3 alkylsulfonyl;

[0018] R 6 It can be hydrogen, halogen, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy or C1-C3 haloalkoxy;

[0019] R 7 and R 8 Together with the carbon atoms they are bonded to, they form saturated or partially unsaturated 3, 4, 5, 6, 7, or 8-membered monocyclic or bicyclic carbon rings W, where one carbon ring atom carries p oxo groups and is bounded by n groups R. g replace;

[0020] R9 It can be hydrogen, C1-C6 alkyl, C3-C4 cycloalkyl, C1-C6 haloalkyl, C1-C3 alkoxy-C1-C3 alkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalynyl, C1-C6 alkoxy, C1-C6 haloalkoxy or C1-C3 alkoxy-C1-C3 alkoxy;

[0021] X is the key (X 0 () or selected from the following divalent units: (X) 1 ), (X 2 ), (X 3 ), (X 4 ), (X 5 ) and (X 6 ):

[0022]

[0023] R 10 R 11 R 12 R 13 R 14 and R 15 The following are independent of each other and appear independently each time: hydrogen, fluorine, chlorine, bromine, iodine, hydroxyl, cyanide, and CO2R. e CONR b R d R a ; or C1-C6 alkyl, C3-C5 cycloalkyl, C2-C6 alkenyl, C2-C6 alkynyl, wherein each of the last four aliphatic and alicyclic groups is replaced by m groups selected from the following: fluorine, chlorine, bromine, iodine, hydroxyl and cyano; or C1-C6 alkoxy, C3-C6 cycloalkoxy, C3-C6 alkenyloxy or C3-C6 alkynyloxy, wherein each of the last four groups has an aliphatic and alicyclic structural portion replaced by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano and C1-C2 alkoxy;

[0024] Y represents hydrogen, cyano, hydroxyl, or Z.

[0025] Or C1-C 12 Alkyl, C3-C8 cycloalkyl, C2-C 12 Alkenyl or C2-C 12 The alkynyl group, wherein each of the four aliphatic and alicyclic groups mentioned later is replaced by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano, hydroxyl, OR d , Z, OZ, NHZ, S(O) n R a SO2NR b R d SO2NRb COR e CO2R e CONR b R h COR b CONR e SO2R a NR b R e NR b COR e NR b CONR e R e NR b CO2R e NR b SO2R e NR b SO2NR b R e OCONR b R e OCSNR b R e POR f R f and C(R) b ) = NOR e ;

[0026] Z is a 3, 4, 5, 6, or 7-member saturated, partially unsaturated, fully unsaturated, or aromatic ring, excluding phenyl groups, and is formed by r carbon atoms, n nitrogen atoms, n sulfur atoms, and n oxygen atoms, and is substituted by m groups selected from the following: CO2R e CONR b R h SO2NR b R d SO2NR b COR e COR b CONR e SO2R a NR b R e NR b COR e NR b CONR e R e NR b CO2R e NR b SO2R e NR b SO2NR b R e OCONR b Re OCSNR b R e POR f R f C(R) b ) = NOR e R b R c R e and R f Furthermore, the sulfur and carbide ring atoms in this structure have n oxo groups;

[0027] R a Each is independently a C1-C6 alkyl, C2-C4 alkynyl or C3-C6 cycloalkyl, wherein the three aliphatic and alicyclic groups mentioned later are each substituted by m groups selected from the following groups: fluorine, chlorine, bromine, iodine, cyano, hydroxyl and C1-C3 alkoxy;

[0028] R b Each independently is either hydrogen or R a ;

[0029] R c Each can be independently classified as fluorine, chlorine, bromine, iodine, cyanide, hydroxyl, or S(O). n R a Or C1-C6 alkoxy, C3-C6 alkenoxy, or C3-C6 alkynoxy, wherein the aliphatic portion of each of the three groups mentioned later is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano, and C1-C2 alkoxy.

[0030] R d Each of the following groups is independently hydrogen or C1-C6 alkyl, C3-C6 cycloalkyl, C2-C4 alkenyl, phenyl-C1-C3 alkyl, or C2-C4 alkynyl, wherein the five aliphatic, alicyclic, and aryliphatic groups mentioned later are each substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano, C1-C2 alkoxy, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, C1-C3 alkylthio, phenylthio, phenylsulfinyl, and phenylsulfonyl;

[0031] R e Independently possessing R d One of the given meanings;

[0032] R f Each is independently a C1-C3 alkyl or C1-C3 alkoxy;

[0033] R gEach of these groups can be independently halogenated, nitro, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl;

[0034] R h Each of the six groups is independently hydrogen or C1-C6 alkyl, C1-C2 alkoxy, C3-C6 cycloalkyl, C2-C4 alkenyl, C1-C6 alkoxycarbonyl-C1-C6 alkyl or C2-C4 alkynyl, wherein each of the latter six groups is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano and C1-C2 alkoxy;

[0035] m can be 0, 1, 2, 3, 4 or 5 independently;

[0036] n can be 0, 1, or 2 independently;

[0037] p can be 0 or 1 independently;

[0038] r is 1, 2, 3, 4, 5, 6, or 7;

[0039] This includes its agricultural salts, stereoisomers, and tautomers;

[0040] Exclude the following compounds:

[0041] N-[[1-[[(4-fluorophenyl)amino]carbonyl]cyclopropyl]carbonyl]glycine;

[0042] N-[[1-[[(4-fluorophenyl)amino]carbonyl]cyclopropyl]carbonyl]-L-alanine;

[0043] N-[[1-[[(4-fluorophenyl)amino]carbonyl]cyclopropyl]carbonyl]D-alanine;

[0044] N-[[1-[[(4-fluorophenyl)amino]carbonyl]cyclopropyl]carbonyl]-D-leucine;

[0045] 4-[[1-(phenylcarbamoyl)cyclopropanecarbonyl]amino]piperidine-1-carboxylic acid ethyl ester;

[0046] 4-[[[1-[[4-fluorophenyl)amino]carbonyl]cyclopropyl]carbonyl]methylamino]-butyric acid;

[0047] N-[[1-[[(4-fluorophenyl)amino]carbonyl]cyclopropyl]carbonyl]-N-methyl-β-alanine;

[0048] 7-[[[1-[[(4-fluorophenyl)amino]carbonyl]cyclopropyl]carbonyl]amino]-heptanoic acid;

[0049] 4-[[[1-[[(4-fluorophenyl)amino]carbonyl]cyclopropyl]carbonyl]amino]cyclohexanecarboxylic acid;

[0050] N′-(1,1-dioxotetrahydrothiophene-3-yl)-N-phenylcyclopropane-1,1-dicarboxamide;

[0051] N′-Phenylon-N-quinoline-8-ylcyclopropane-1,1-dicarboxamide;

[0052] N-(5-methyl-1,2-) (-3-yl)-N′-phenylcyclopropane-1,1-dicarboxamide;

[0053] N1-(4-fluorophenyl)-N′1-methylcyclopropane-1,1-dicarboxamide;

[0054] N1-Cyclopropyl-N′1-[(4-ethoxyphenyl)methyl]-N′1-methylcyclopropane-1,1-dicarboxamide;

[0055] N′1-Methyl-N1-[3-(trifluoromethyl)phenyl]cyclopropane-1,1-dicarboxamide;

[0056] N′-tert-butyl-N-phenylcyclopropane-1,1-dicarboxamide;

[0057] N′-(3-methylbutyl)-N-phenylcyclopropane-1,1-dicarboxamide;

[0058] N′-pentyl-N-phenylcyclopropane-1,1-dicarboxamide;

[0059] N-Phenyl-N′-prop-2-enylcyclopropane-1,1-dicarboxamide;

[0060] N′-(2-methylpropyl)-N-phenylcyclopropane-1,1-dicarboxamide;

[0061] N′-Butyl-N-phenylcyclopropane-1,1-dicarboxamide;

[0062] N′-(2-methylpropyl)-N-phenylcyclopropane-1,1-dicarboxamide;

[0063] N′-Butane-2-yl-N-phenylcyclopropane-1,1-dicarboxamide;

[0064] N-Phenylacetyl-N′-propylcyclopropane-1,1-dicarboxamide;

[0065] N-Phenylacet-N′-Prop-2-ylcyclopropane-1,1-dicarboxamide;

[0066] N′-Cycloheptyl-N-phenylcyclopropane-1,1-dicarboxamide;

[0067] N′-Cyclopentyl-N-phenylcyclopropane-1,1-dicarboxamide;

[0068] N′-Cyclohexyl-N-phenylcyclopropane-1,1-dicarboxamide;

[0069] N′-Cyclopropyl-N-phenylcyclopropane-1,1-dicarboxamide;

[0070] N-Phenyl-N′-[(tetrahydro-2-furanyl)methyl]1,1-cyclopropanedicarboxamide;

[0071] 4-[[1-(phenylcarbamoyl)cyclopropanecarbonyl)amino)piperidine-1-carboxylic acid ethyl ester;

[0072] 4-[[1-(3-methylphenylcarbamoyl)cyclopropanecarbonyl)amino)piperidine-1-carboxylic acid ethyl ester;

[0073] 4-[[1-(4-ethylphenylcarbamoyl)cyclopropanecarbonyl)amino)piperidine-1-carboxylic acid ethyl ester;

[0074] 4-[[1-(3,5-dimethylphenylcarbamoyl)cyclopropanecarbonyl)amino)piperidine-1-carboxylic acid ethyl ester; 2-[[1-[(2,6-difluorophenyl)carbamoyl]cyclopropanecarbonyl]amino]-5-isopropyl-thiazolyl-4-carboxylic acid methyl ester;

[0075] 4-[[[1-[(methylamino)carbonyl]cyclobutyl]carbonyl]amino]-benzoic acid.

[0076] In a specific embodiment, in the above compound (I)

[0077] Z is a 3, 4, 5, or 6-membered saturated, partially unsaturated, fully unsaturated, or aromatic ring, excluding phenyl groups, and is formed by r carbon atoms, n nitrogen atoms, n sulfur atoms, and n oxygen atoms, and is substituted by m groups selected from the following: CO2R e CONR b R h S(O) n R a SO2NR b R d SO2NR b CORe COR b CONR e SO2R a NR b R e NR b COR e NR b CONR e R e NR b CO2R e NR b SO2R e NR b SO2NR b R e OCONR b R e OCSNR b R e POR f R f and C(R) b ) = NOR e R b R c R e and R f Furthermore, the sulfur and carbide ring atoms in this structure have n oxo groups;

[0078] R d and R e Each of these groups is independently hydrogen or a C1-C6 alkyl, C3-C6 cycloalkyl, C2-C4 alkenyl, phenyl-C1-C3 alkyl, or C2-C4 alkynyl, wherein the latter five aliphatic, alicyclic, and aryliphatic groups are each substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano, C1-C2 alkoxy, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl, and C1-C3 alkylthio; and

[0079] r can be 1, 2, 3, 4, 5, or 6.

[0080] The present invention also provides formulations comprising at least one compound of formula (I) and an adjuvant commonly used in formulating protective mixtures.

[0081] The present invention also provides a combination comprising at least one compound of formula (I) (component A) and at least one other compound selected from herbicidal compound B (component B) and safener C (component C).

[0082] The present invention also provides the use of the compound of formula (I) as a herbicide, i.e., for controlling unwanted plants.

[0083] Furthermore, the present invention provides a method for controlling unwanted plants, wherein an effective amount of at least one compound of formula (I) is applied to the plant, its seeds, and / or its growing area.

[0084] If the compound of formula (I) described herein, herbicide compound B, and / or safer agent C can form geometric isomers, such as E / Z isomers, then pure isomers and mixtures thereof can be used according to the present invention.

[0085] If the compound of formula (I) described herein, herbicide compound B, and / or safener C have one or more chiral centers and are therefore present as enantiomers or diastereomers, then both pure enantiomers and diastereomers and mixtures thereof may be used according to the present invention. For example only, the stereoisomeric center in compound (I) is located at X... 1 -X 6 Contains R 10 and R 11 The C atom, of course, under the condition that R 10 and R 11 Different. Another example of a stereoheterogeneous center is one with R. 7 and R 8 The C atoms, provided that the rings formed by these groups and the carbon atoms they are bonded to do not have a rotating mirror axis.

[0086] If the compounds of formula (I) described herein, herbicidal compound B, and / or safener C have ionizable functional groups, they can also be used in their agronomical salt form. Suitable salts are typically salts of cations whose cations and anions do not adversely affect the activity of the active compound, and acid addition salts of acids. For example, the ionizable functional group is -CO2R. e , where R e It is hydrogen. Compound (I) containing this -C(O)OH group can be used in the form of its salt, i.e., in the form containing one or more -C(O)O groups. - M + Used in the form of compounds, where M + It is a cationic equivalent. Examples of agriculturally usable cationic compounds are given below.

[0087] Preferred cations are alkali metal ions, preferably lithium, sodium, and potassium ions; alkaline earth metal ions, preferably calcium and magnesium ions; and transition metal ions, preferably manganese, copper, zinc, and iron ions. Additionally, ammonium and substituted ammonium compounds in which 1-4 hydrogen atoms are replaced by C1-C4 alkyl, hydroxy-C1-C4 alkyl, C1-C4 alkoxy-C1-C4 alkyl, hydroxy-C1-C4 alkoxy-C1-C4 alkyl, phenyl, or benzyl groups are preferred, including ammonium, methylammonium, isopropylammonium, dimethylammonium, diethylammonium, and diisopropylammonium. Ammonium, trimethylammonium, triethylammonium, triisopropylammonium, heptylammonium, dodecylammonium, tetradecylammonium, tetramethylammonium, tetraethylammonium, tetrabutylammonium, 2-hydroxyethylammonium (alcoholamine salt), 2-(2-hydroxyeth-1-oxy)eth-1-ylammonium (diethylene glycolamine salt), di(2-hydroxyeth-1-yl)ammonium (diethanolamine salt), tri(2-hydroxyethyl)ammonium (triethanolamine salt), tri(2-hydroxypropyl)ammonium, benzyltrimethylammonium, benzyltriethylammonium, N,N,N-trimethylethanolammonium (choline salt), and others. The ions, sulfonium ions, preferably tri(C1-C4 alkyl)sulfonium, such as trimethylsulfonium, and sulfonium oxide ions, preferably tri(C1-C4 alkyl)sulfonium oxide, and finally, salts of polyamines such as N,N-di(3-aminopropyl)methylamine and diethylenetriamine.

[0088] The main anions of useful acid addition salts are chloride, bromide, fluoride, iodide, hydrogen sulfate, methyl sulfate, sulfate, dihydrogen phosphate, hydrogen phosphate, nitrate, bicarbonate, carbonate, hexafluorosilicate, hexafluorophosphate, benzoate, and anions of C1-C4 alkanic acids, with formate, acetate, propionate, and butyrate being preferred.

[0089] Compound (I) can exist in different tautomer forms. For example, if ring Z is a lactam, i.e., containing an amide group as a ring member (i.e., an unsubstituted secondary nitrogen ring atom adjacent to a carbocyclic atom with an oxo group), then the ring moiety -N(H)-C(=O)- can be in equilibrium with its tautomer form -N=C(OH)-. The same applies to the two forced-existence amide groups -N(R) in the malondiamide moiety. 1 )-C(=O)-C(R 7 (R) 8 )-C(=O)-N(R 9 -, if R 1 and R 9 One or two of them are hydrogen:

[0090] If only R 1 If the hydrogen content is 0, then the malondiamide structural moiety can be -N(H)-C(=O)-C(R) 7 (R) 8 )-C(=O)-N(R9 - or as -N=C(OH)-C(R) 7 (R) 8 )-C(=O)-N(R 9 - or a mixture of the two forms exists;

[0091] If only R 9 If the hydrogen content is 0, then the malondiamide structural moiety can act as -N(R) 1 )-C(=O)-C(R 7 (R) 8 -C(=O)-N(H)- or as -N(R) 1 )-C(=O)-C(R 7 (R) 8 It exists in the form of )-C(OH)=N- or a mixture of both;

[0092] If R 1 and R 9 Since both are hydrogen atoms, the malondiamide structural moiety can be represented as -N(H)-C(=O)-C(R) 7 (R) 8 -C(=O)-N(H)- or as -N=C(OH)-C(R) 7 (R) 8 -C(=O)-N(H)- or as -N(H)-C(=O)-C(R) 7 (R) 8 -C(OH)=N- or as -N=C(OH)-C(R) 7 (R) 8 It exists in the form of )-C(OH)=N- or a mixture of two, three, or all four.

[0093] The amount of one or more tautomers present depends on the complete molecular structure, and even more so on the surrounding conditions (the presence or absence of solvent, solvent type, pH, temperature, etc.).

[0094] The carboxyl-containing compounds of formula (I), herbicidal compound B, and / or safener C described herein may be in the form of an acid, in the form of an agriculturally usable salt as described above, or in the form of an agriculturally usable derivative, for example as an amide, such as mono- and di-C1-C6 alkylamides or arylamides, or as an ester, such as an allyl ester, propargyl ester, or C1-C6 alkyl ester. 10 Alkyl esters, alkoxyalkyl esters, tetrahydrofuranylmethyl ((tetrahydrofuran-2-yl)methyl) esters, and also as thioesters, for example as C1-C 10Alkyl thioesters are used. Preferred mono- and di-C1-C6 alkylamides are methyl and dimethylamides. Preferred arylamides are, for example, benzoylamide and 2-chlorobenzoylamide. Preferred alkyl esters are, for example, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, methylhexyl (1-methylhexyl), methylheptyl (1-methylheptyl), heptyl, octyl, or isooctyl (2-ethylhexyl) esters. Preferred C1-C4 alkoxy-C1-C4 alkyl esters are straight-chain or branched C1-C4 alkoxyethyl esters, such as 2-methoxyethyl, 2-ethoxyethyl, 2-butoxyethyl (butoxyethyl), 2-butoxypropyl, or 3-butoxypropyl esters. Straight-chain or branched C1-C 10 An example of an alkylthioester is an ethylthioester.

[0095] The term “undesirable plant” (“weed”) should be understood to include any plant growing in non-crop areas or crop sites or sites for sowing and other desired crops, wherein the plant is any plant variety other than the sown or desired crop (if any), including its germinating seeds, seedlings, and formed plants. In the broadest sense, a weed is a plant considered undesirable in a particular location.

[0096] The terms used in the definition of organic groups in the variables, such as the expression "halogen", are collective terms representing the members of these groups of organic units.

[0097] prefix C x -C y This indicates the possible number of carbon atoms under a specific condition. All hydrocarbon chains can be straight or branched.

[0098] Halogens: fluorine, chlorine, bromine or iodine, especially fluorine, chlorine or bromine.

[0099] Alkyl groups and complex groups such as alkoxy, alkylamino, alkylthio, and alkoxycarbonyl have 1-12 carbon atoms (=C1-C2). 12 Alkyl group or 1-10 carbon atoms (C1-C2) 10Alkyl groups, typically with 1-6 carbon atoms (=C1-C6 alkyl), particularly 1-4 carbon atoms (=C1-C4 alkyl), especially 1-3 carbon atoms (=C1-C3 alkyl) or 1 or 2 carbon atoms (=C1-C2 alkyl), are saturated straight-chain or branched hydrocarbon groups. C1-C2 alkyl groups are methyl or ethyl. C1-C3 alkyl groups are methyl, ethyl, n-propyl, or isopropyl. Examples of C1-C4 alkyl groups are methyl, ethyl, n-propyl, isopropyl, n-butyl, 2-butyl (=sec-butyl), isobutyl, and tert-butyl. In addition to those mentioned for C1-C4 alkyl groups, examples of C1-C6 alkyl groups are n-pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, n-hexyl, 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, and 1-ethyl-2-methylpropyl. In addition to those mentioned for C1-C6 alkyl groups, examples of C1-C8 alkyl groups include n-heptyl, 1-methylhexyl, 2-methylhexyl, 3-methylhexyl, 4-methylhexyl, 5-methylhexyl, 1-ethylpentyl, 2-ethylpentyl, 3-ethylpentyl, n-octyl, 1-methylheptyl, 2-methylheptyl, 1-ethylhexyl, 2-ethylhexyl, 1,2-dimethylhexyl, 1-propylpentyl, and 2-propylpentyl. In addition to those mentioned for C1-C8 alkyl groups, C1-C... 12 Examples of alkyl groups are nonyl, decyl, 2-propylheptyl, 3-propylheptyl, undecyl, dodecyl and their positional isomers.

[0100] Haloalkyl: having 1-10 carbon atoms (=C1-C2) 10The alkyl group is a straight-chain or branched alkyl group (as described above) typically with 1-6 carbon atoms (=C1-C6 haloalkyl), more typically with 1-3 carbon atoms (=C1-C3 haloalkyl), wherein some or all of the hydrogen atoms in these groups are replaced by the aforementioned halogen atoms. In one embodiment, the alkyl group is substituted at least once or completely with a specific halogen atom, preferably fluorine, chlorine, or bromine. In another embodiment, the alkyl group is partially or completely halogenated with different halogen atoms; in the case of mixed halogen substitution, a combination of chlorine and fluorine is preferred. C1-C3 haloalkyl groups are particularly preferred, and C1-C2 haloalkyl groups are more preferred, such as chloromethyl, bromomethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichloromonofluoromethyl, monochlorodifluoromethyl, 1-chloroethyl, 1-bromoethyl, 1-fluoroethyl, 2-fluoroethyl, 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, or pentafluoroethyl. Examples of C1-C3 haloalkyl groups, other than those mentioned for C1-C2 haloalkyl groups, are 1-fluoropropyl, 2-fluoropropyl, 3-fluoropropyl, 3,3-difluoropropyl, 3,3,3-trifluoropropyl, heptafluoropropyl, 1,1,1-trifluoropropyl-2-yl, and 3-chloropropyl.

[0101] Hydroxyalkyl refers to a straight-chain or branched alkyl group as defined above, typically having 1-6 carbon atoms (=C1-C6 hydroxyalkyl), more often 1-3 carbon atoms (=C1-C3 hydroxyalkyl), wherein one hydrogen atom of the group is replaced by a hydroxyl group. Examples are hydroxymethyl, 1-hydroxyethyl, 2-hydroxyethyl, 1-hydroxypropyl, 2-hydroxypropyl, 3-hydroxypropyl, 1-hydroxy-2-propyl, 2-hydroxy-2-propyl, etc.

[0102] Alkenyl groups and complex groups such as alkenyloxy groups: have 2-12 carbon atoms (=C2-C) 12 Alkenyl group or 2-10 carbon atoms (=C2-C) 10Alkenyl groups, for example, 2-8 carbon atoms (=C2-C8 alkenyl groups) or 2-6 carbon atoms (=C2-C6 alkenyl groups), particularly 2-4 carbon atoms (=C2-C4 alkenyl groups) or 2 or 3 carbon atoms (=C2-C3 alkenyl groups); and unsaturated straight-chain or branched hydrocarbon groups with a double bond at any position. According to the invention, smaller alkenyl groups, such as C2-C4 or C2-C3 alkenyl groups, may be preferred; on the other hand, larger alkenyl groups, such as C5-C8 alkenyl groups, may also be preferred.Examples of C2-C3 alkenyl groups include, for example, vinyl, 1-propenyl, 2-propenyl, and 1-methylvinyl; examples of C2-C4 alkenyl groups, in addition to those mentioned for C2-C3 alkenyl groups, include 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 1-methyl-2-propenyl, and 2-methyl-2-propenyl; examples of C2-C6 alkenyl groups, in addition to those mentioned for C2-C4 alkenyl groups, include 1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-methyl-1-butenyl, 2-methyl-1-butenyl, 3-methyl-1-butenyl, and 1-methyl-2-propenyl. -Butenyl, 2-methyl-2-butenyl, 3-methyl-2-butenyl, 1-methyl-3-butenyl, 2-methyl-3-butenyl, 3-methyl-3-butenyl, 1,1-dimethyl-2-propenyl, 1,2-dimethyl-1-propenyl, 1,2-dimethyl-2-propenyl, 1-ethyl-1-propenyl, 1-ethyl-2-propenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl, 5-hexenyl, 1-methyl-1-pentenyl, 2-methyl-1-pentenyl, 3-methyl-1-pentenyl, 4-methyl-1-pentenyl, 1-methyl-2-pentenyl, 2-methyl-2-pentenyl, 3-methyl-2- Pentenyl, 4-methyl-2-pentenyl, 1-methyl-3-pentenyl, 2-methyl-3-pentenyl, 3-methyl-3-pentenyl, 4-methyl-3-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3-methyl-4-pentenyl, 4-methyl-4-pentenyl, 1,1-dimethyl-2-butenyl, 1,1-dimethyl-3-butenyl, 1,2-dimethyl-1-butenyl, 1,2-dimethyl-2-butenyl, 1,2-dimethyl-3-butenyl, 1,3-dimethyl-1-butenyl, 1,3-dimethyl-2-butenyl, 1,3-dimethyl-3-butenyl, 2,2-dimethyl-3-butenyl 2,3-dimethyl-1-butenyl, 2,3-dimethyl-2-butenyl, 2,3-dimethyl-3-butenyl, 3,3-dimethyl-1-butenyl, 3,3-dimethyl-2-butenyl, 1-ethyl-1-butenyl, 1-ethyl-2-butenyl, 1-ethyl-3-butenyl, 2-ethyl-1-butenyl, 2-ethyl-2-butenyl, 2-ethyl-3-butenyl, 1,1,2-trimethyl-2-propenyl, 1-ethyl-1-methyl-2-propenyl, 1-ethyl-2-methyl-1-propenyl and 1-ethyl-2-methyl-2-propenyl; except for those mentioned for C2-C6 alkenyl groups, C2-C. 12Examples of alkenyl groups are 1-heptenyl, 2-heptenyl, 3-heptenyl, 1-octenyl, 2-octenyl, 3-octenyl, 4-octenyl, nonenyl, decenyl, undecenyl, dodecenyl, and their positional isomers. Examples of C3-C6 alkenyl groups are those mentioned above for C2-C6 alkenyl groups, excluding vinyl groups.

[0103] Halogenated alkenyl groups: alkenyl groups as described above that are partially or completely substituted with fluorine, chlorine, bromine and / or iodine, such as 2-chloroprop-2-en-1-yl, 3-chloroprop-2-en-1-yl, 2,3-dichloroprop-2-en-1-yl, 3,3-dichloroprop-2-en-1-yl, 2,3,3-trichloro-2-en-1-yl, 2,3-dichlorobut-2-en-1-yl, 2-bromoprop-2-en-1-yl, 3-bromoprop-2-en-1-yl, 2,3-dibromoprop-2-en-1-yl, 3,3-dibromoprop-2-en-1-yl, 2,3,3-tribromo-2-en-1-yl or 2,3-dibromobut-2-en-1-yl.

[0104] The alkynyl group and complex groups such as the alkynyl group in the alkynoxy group have 2-12 carbon atoms (=C2-C). 12 (alkynyl group) or 2-10 carbon atoms (=C2-C) 10The alkynyl group, for example, has 2-8 carbon atoms (=C2-C8 alkynyl) or 2-6 carbon atoms (=C2-C6 alkynyl), especially 2-4 carbon atoms (=C2-C4 alkynyl) or 2 or 3 carbon atoms (=C2-C3 alkynyl); and is a straight-chain or branched hydrocarbon group with one or two triple bonds at any position. Examples of C2-C3 alkynyl groups are ethynyl, 1-propynyl, and 2-propynyl. Examples of C2-C4 alkynyl groups, in addition to those mentioned for C2-C3 alkynyl groups, are 1-butynyl, 2-butynyl, 3-butynyl, and 1-methyl-2-propynyl. In addition to those mentioned for C2-C3 ynyl groups, examples of C2-C6 ynyl groups include 1-pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-methyl-2-butynyl, 1-methyl-3-butynyl, 2-methyl-3-butynyl, 3-methyl-1-butynyl, 1,1-dimethyl-2-propynyl, 1-ethyl-2-propynyl, 1-hexynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl, 1-methyl-2-pentynyl, 1-methyl-3-pentynyl, and 1-methyl-4-pentynyl. 2-Methyl-3-pentynyl, 2-Methyl-4-pentynyl, 3-Methyl-1-pentynyl, 3-Methyl-4-pentynyl, 4-Methyl-1-pentynyl, 4-Methyl-2-pentynyl, 1,1-dimethyl-2-butynyl, 1,1-dimethyl-3-butynyl, 1,2-dimethyl-3-butynyl, 2,2-dimethyl-3-butynyl, 3,3-dimethyl-1-butynyl, 1-ethyl-2-butynyl, 1-ethyl-3-butynyl, 2-ethyl-3-butynyl, and 1-ethyl-1-methyl-2-propynyl.

[0105] Halogenated alkynyl group: alkynyl groups as described above that are partially or completely substituted with fluorine, chlorine, bromine and / or iodine, such as 1,1-difluoroprop-2-yn-1-yl, 3-chloroprop-2-yn-1-yl, 3-bromoprop-2-yn-1-yl, 3-iodoprop-2-yn-1-yl, 4-fluorobut-2-yn-1-yl, 4-chlorobut-2-yn-1-yl, 1,1-difluorobut-2-yn-1-yl, 4-iodobut-3-yn-1-yl, 5-fluoropent-3-yn-1-yl, 5-iodopent-4-yn-1-yl, 6-fluorohexyl-4-yn-1-yl, or 6-iodohexyl-5-yn-1-yl.

[0106] Cycloalkyl groups and cycloalkyl structural moieties in complex groups: have 3-10 carbon atoms (=C3-C4). 10A monocyclic or bicyclic saturated hydrocarbon group having cycloalkyl or 3-8 carbon atoms (=C3-C8 cycloalkyl), particularly 3-6 carbon atoms (=C3-C6 cycloalkyl), 3-5 carbon atoms (=C3-C5 cycloalkyl), or 3-4 carbon atoms (=C3-C4 cycloalkyl) as a ring member (only). Examples of monocyclic saturated alicyclic groups having 3 or 4 carbon atoms are cyclopropyl and cyclobutyl. Examples of monocyclic saturated alicyclic groups having 3-5 carbon atoms are cyclopropyl, cyclobutyl, and cyclopentyl. Examples of monocyclic saturated alicyclic groups having 3-6 carbon atoms are cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl. Examples of monocyclic saturated alicyclic groups having 3-8 carbon atoms are cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, or cyclooctyl. Examples of bicyclic groups include bicyclic [1.1.1]pentyl, bicyclic [2.1.1]hexyl, bicyclic [2.2.1]heptyl, bicyclic [2.2.2]octyl and bicyclic [3.2.1]octyl.

[0107] The halogenated cycloalkyl group in halocycloalkyl groups, halocycloalkoxy groups, and halocycloalkyl carbonyl groups has 3-10 carbon ring members (C3-C4). 10 A monocyclic saturated hydrocarbon group (as described above) with 3-8 carbocyclic members (C3-C8 halocycloalkyl), preferably 3-5 carbocyclic members (C3-C5 halocycloalkyl) or 3 or 4 carbocyclic members (C3-C4 halocycloalkyl), wherein some or all of the hydrogen atoms can be replaced by the aforementioned halogen atoms, especially fluorine, chlorine and bromine. Examples include 1- and 2-fluorocyclopropyl, 1,2-, 2,2- and 2,3-difluorocyclopropyl, 1,2,2-trifluorocyclopropyl, 2,2,3,3-tetrafluorocyclopropyl, 1- and 2-chlorocyclopropyl, 1,2-, 2,2- and 2,3-dichlorocyclopropyl, 1,2,2-trichlorocyclopropyl, 2,2,3,3-tetrachlorocyclopropyl, 1-, 2- and 3-fluorocyclopentyl, 1,2-, 2,2-, 2,3-, 3,3-, 3,4-, 2,5-difluorocyclopentyl, 1-, 2- and 3-chlorocyclopentyl, 1,2-, 2,2-, 2,3-, 3,3-, 3,4-, 2,5-dichlorocyclopentyl, etc.

[0108] Hydroxycycloalkyl: A monocyclic or bicyclic alicyclic group typically having 3-6 carbon atoms (“C3-C6 hydroxycycloalkyl”), preferably 3-5 carbon atoms (“C3-C5 hydroxycycloalkyl”), wherein at least one, for example 1, 2, 3, 4 or 5 hydrogen atoms are substituted with a hydroxyl group. Examples are 1-hydroxycyclopropyl, 2-hydroxycyclopropyl, 1,2-dihydroxycyclopropyl, 2,3-dihydroxycyclopropyl, 1-hydroxycyclobutyl, 2-hydroxycyclobutyl, 3-hydroxycyclobutyl, 1,2-dihydroxycyclobutyl, 1,3-dihydroxycyclobutyl, 2,3-dihydroxycyclobutyl, 1-hydroxycyclopentyl, 2-hydroxycyclopentyl, 3-hydroxycyclopentyl, 1,2-dihydroxycyclopentyl, 1,3-dihydroxycyclopentyl, 2,3-dihydroxycyclopentyl, etc.

[0109] Cycloalkylalkyl: An alkyl group as defined above, wherein one hydrogen atom is substituted by a cycloalkyl group as defined above. The term “C3-C6 cycloalkyl-C1-C3 alkyl” as used herein refers to an alkyl group having 1-3 carbon atoms as defined above, wherein one hydrogen atom is substituted by a C3-C6 cycloalkyl group as defined above. Examples include cyclopropylmethyl, cyclopropyl-1-ethyl, cyclopropyl-2-ethyl, cyclopropyl-1-propyl, cyclopropyl-2-propyl, cyclopropyl-3-propyl, cyclobutylmethyl, cyclobutyl-1-ethyl, cyclobutyl-2-ethyl, cyclobutyl-1-propyl, cyclobutyl-2-propyl, cyclobutyl-3-propyl, cyclopentylmethyl, cyclopentyl-1-ethyl, cyclopentyl-2-ethyl, cyclopentyl-1-propyl, cyclopentyl-2-propyl, cyclopentyl-3-propyl, cyclohexylmethyl, cyclohexyl-1-ethyl, cyclohexyl-2-ethyl, cyclohexyl-1-propyl, cyclohexyl-2-propyl, cyclohexyl-3-propyl, etc.

[0110] Alkoxy groups and alkoxy structural moieties in complex groups, such as alkoxyalkyl groups: alkyl groups as defined above, connected to the rest of the molecule via oxygen atoms, typically having 1-10 carbon atoms (C1-C2). 10Alkoxy groups, preferably with 1-6 carbon atoms (C1-C6 alkoxy), 1-4 carbon atoms (C1-C4 alkoxy), 1-3 carbon atoms (C1-C3 alkoxy), or 1-2 carbon atoms (C1-C2 alkoxy). Examples of C1-C2 alkoxy groups are methoxy and ethoxy; examples of C1-C3 alkoxy groups, other than those mentioned for C1-C2 alkoxy groups, are n-propoxy and 1-methylethoxy (isopropoxy); examples of C1-C4 alkoxy groups, other than those mentioned for C1-C3 alkoxy groups, are butoxy, 1-methylpropoxy, 2-methylpropoxy, or 1,1-dimethylethoxy; examples of C1-C6 alkoxy groups, other than those mentioned for C1-C4 alkoxy groups, are pentoxy, 1-methylbutoxy, 2-methylbutoxy, 3-methylbutoxy, and 1,1-dimethylpropoxy. , 1,2-dimethylpropoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, hexoxy, 1-methylpentoxy, 2-methylpentoxy, 3-methylpentoxy, 4-methylpentoxy, 1,1-dimethylbutoxy, 1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,2-dimethylbutoxy, 2,3-dimethylbutoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy, 1,1,2-trimethylpropoxy, 1,2,2-trimethylpropoxy, 1-ethyl-1-methylpropoxy or 1-ethyl-2-methylpropoxy;

[0111] Haloalkoxy groups: Alkoxy groups as defined above, wherein some or all of the hydrogen atoms in these groups are replaced by the halogen atom, especially fluorine, chlorine, or bromine, as described above under the haloalkyl group. Examples are OCH2F, OCHF2, OCF3, OCH2Cl, OCHCl2, OCCl3, 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, OC2F5, 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, OCH2-C2F5, OCF2-C2F5, 1-(CH2F)-2-fluoroethoxy, 1-(CH2Cl)-2-chloroethoxy, 1-(CH2Br)-2-bromoethoxy, 4-fluorobutoxy, 4-chlorobutoxy, 4-bromobutoxy or nonafluorobutoxy; and also 5-fluoropentoxy, 5-chloropentoxy, 5-bromopentoxy, 5-iodopentoxy, undecylfluoropentoxy, 6-fluorohexyloxy, 6-chlorohexyloxy, 6-bromohexyloxy, 6-iodohexyloxy or dodecafluorohexyloxy.

[0112] Alkenyl group: An alkenyl group as defined above, attached to the rest of the molecule via an oxygen atom. C2-C6 alkenyl group: A C2-C6 alkenyl group as defined above, attached to the rest of the molecule via an oxygen atom. C3-C6 alkenyl group: A C3-C6 alkenyl group as defined above, attached to the rest of the molecule via an oxygen atom.

[0113] Haloalkenyl group: A haloalkenyl group as defined above, attached to the rest of the molecule via an oxygen atom. C2-C6 haloalkenyl group: A C2-C6 haloalkenyl group as defined above, attached to the rest of the molecule via an oxygen atom. C3-C6 haloalkenyl group: A C3-C6 haloalkenyl group as defined above, attached to the rest of the molecule via an oxygen atom.

[0114] Alkyne group: An alkynyl group as defined above, attached to the rest of the molecule via an oxygen atom. C2-C6 alkynyl group: A C2-C6 alkynyl group as defined above, attached to the rest of the molecule via an oxygen atom. C3-C6 alkynyl group: A C3-C6 alkynyl group as defined above, attached to the rest of the molecule via an oxygen atom.

[0115] Haloalkynyl group: A haloalkynyl group as defined above, attached to the rest of the molecule via an oxygen atom. C2-C6 haloalkynyl group: A C2-C6 haloalkynyl group as defined above, attached to the rest of the molecule via an oxygen atom. C3-C6 haloalkynyl group: A C3-C6 haloalkynyl group as defined above, attached to the rest of the molecule via an oxygen atom.

[0116] Cycloalkoxy: A cycloalkyl group as defined above, attached to the rest of the molecule via an oxygen atom. C3-C6 cycloalkoxy is a C3-C6 cycloalkyl group as defined above, attached to the rest of the molecule via an oxygen atom. Examples of C3-C6 cycloalkoxy groups include cyclopropoxy, cyclobutoxy, cyclopentoxy, and cyclohexoxy.

[0117] Alkoxyalkyl: An alkyl group as defined above, wherein one hydrogen atom is substituted by another alkoxy group as defined above. The term “C1-C3alkoxy-C1-C3 alkyl” as used herein refers to an alkyl group having 1-3 carbon atoms as defined above, wherein one hydrogen atom is substituted by a C1-C3 alkoxy group as defined above. Examples are methoxymethyl, ethoxymethyl, propoxymethyl, isopropoxymethyl, 1-methoxyethyl, 1-ethoxyethyl, 1-propoxyethyl, 1-isopropoxyethyl, 2-methoxyethyl, 2-ethoxyethyl, 2-propoxyethyl, 2-isopropoxyethyl, 1-methoxypropyl, 1-ethoxypropyl, 1-propoxypropyl, 1-isopropoxypropyl, 2-methoxypropyl, 2-ethoxypropyl, 2-propoxypropyl, 2-isopropoxypropyl, 3-methoxypropyl, 3-ethoxypropyl, 3-propoxypropyl, 3-isopropoxypropyl, etc.

[0118] Alkoxy: An alkoxy group as defined above, in which one hydrogen atom is replaced by another alkoxy group as defined above. The term "C1-C3 alkoxy" as used herein refers to an alkoxy group as defined above, having 1-3 carbon atoms, in which one hydrogen atom is replaced by a C1-C3 alkoxy group as defined above. Examples include methoxymethoxy, ethoxymethoxy, propoxymethoxy, isopropoxymethoxy, 1-methoxyethoxy, 1-ethoxyethoxy, 1-propoxyethoxy, 1-isopropoxyethoxy, 2-methoxyethoxy, 2-ethoxyethoxy, 2-propoxyethoxy, 2-isopropoxyethoxy, 1-methoxypropoxy, 1-ethoxypropoxy, 1-propoxypropoxy, 1-isopropoxypropoxy, 2-methoxypropoxy, 2-ethoxypropoxy, 2-propoxypropoxy, 2-isopropoxypropoxy, 3-methoxypropoxy, 3-ethoxypropoxy, 3-propoxypropoxy, 3-isopropoxypropoxy, etc.

[0119] Alkyl thioyl group: An alkyl group as defined above, attached to the remainder of the molecule via a sulfur atom, preferably having 1-6, more preferably 1-3, for example, 1 or 2 carbon atoms. C1-C2 alkyl thioyl groups are methylthioyl or ethylthioyl. C1-C3 alkyl thioyl groups are, for example, n-propylthioyl or 1-methylethylthioyl (isopropylthioyl). C1-C6 alkyl thioyl groups also include, for example, butylthioyl, 1-methylpropylthioyl (sec-butylthioyl), 2-methylpropylthioyl (isobutylthioyl), 1,1-dimethylethylthioyl (tert-butylthioyl), pentylthioyl, 1-methylbutylthioyl, 2-methylbutylthioyl, 3-methylbutylthioyl, 1,1-dimethylpropylthioyl, 1,2-dimethylpropylthioyl, 2,2-dimethylpropylthioyl, 1-ethylpropylthioyl, hexylthioyl, 1-methylpentylthioyl, 2-methylpentylthioyl 3-Methylpentylthio, 4-Methylpentylthio, 1,1-dimethylbutyrothio, 1,2-dimethylbutyrothio, 1,3-dimethylbutyrothio, 2,2-dimethylbutyrothio, 2,3-dimethylbutyrothio, 3,3-dimethylbutyrothio, 1-ethylbutyrothio, 2-ethylbutyrothio, 1,1,2-trimethylpropylthio, 1,2,2-trimethylpropylthio, 1-ethyl-1-methylpropylthio, or 1-ethyl-2-methylpropylthio.

[0120] Alkyl sulfinyl group: An alkyl group as defined above, connected to the remainder of the molecule via S(O), preferably having 1-6, more preferably 1-3, for example 1 or 2 carbon atoms. C1-C2 alkyl sulfinyl groups are methyl sulfinyl or ethyl sulfinyl. C1-C3 alkyl sulfinyl groups are, for example, n-propyl sulfinyl or 1-methylethyl sulfinyl (isopropyl sulfinyl). C1-C6 alkyl sulfinyl groups, for example, include butyl sulfinyl, 1-methylpropyl sulfinyl (sec-butyl sulfinyl), 2-methylpropyl sulfinyl (isobutyl sulfinyl), 1,1-dimethylethyl sulfinyl (tert-butyl sulfinyl), pentyl sulfinyl, 1-methylbutyl sulfinyl, 2-methylbutyl sulfinyl, 3-methylbutyl sulfinyl, 1,1-dimethylpropyl sulfinyl, 1,2-dimethylpropyl sulfinyl, 2,2-dimethylpropyl sulfinyl, 1-ethylpropyl sulfinyl, hexyl sulfinyl, 1-methylpentyl sulfinyl, 2-methyl... 1,1-dimethylbutylsulfinyl, 1,2-dimethylbutylsulfinyl, 1,3-dimethylbutylsulfinyl, 2,2-dimethylbutylsulfinyl, 2,3-dimethylbutylsulfinyl, 3,3-dimethylbutylsulfinyl, 1-ethylbutylsulfinyl, 2-ethylbutylsulfinyl, 1,1,2-trimethylpropylsulfinyl, 1,2,2-trimethylpropylsulfinyl, 1-ethyl-1-methylpropylsulfinyl or 1-ethyl-2-methylpropylsulfinyl.

[0121] Alkyl sulfonyl group: An alkyl group as defined above, connected to the remainder of the molecule via S(O)2, preferably having 1-6, more preferably 1-3, for example 1 or 2 carbon atoms. C1-C2 alkyl sulfonyl groups are methyl sulfonyl or ethyl sulfonyl. C1-C3 alkyl sulfonyl groups are, for example, n-propyl sulfonyl or 1-methyl ethyl sulfonyl (isopropyl sulfonyl). C1-C6 alkylsulfonyl groups also include, for example, butylsulfonyl, 1-methylpropylsulfonyl (sec-butylsulfonyl), 2-methylpropylsulfonyl (isobutylsulfonyl), 1,1-dimethylethylsulfonyl (tert-butylsulfonyl), pentylsulfonyl, 1-methylbutylsulfonyl, 2-methylbutylsulfonyl, 3-methylbutylsulfonyl, 1,1-dimethylpropylsulfonyl, 1,2-dimethylpropylsulfonyl, 2,2-dimethylpropylsulfonyl, 1-ethylpropylsulfonyl, hexylsulfonyl, 1-methylpentylsulfonyl, 2-methylpentylsulfonyl 1,1-dimethylbutylsulfonyl, 3-methylpentylsulfonyl, 4-methylpentylsulfonyl, 1,2-dimethylbutylsulfonyl, 1,3-dimethylbutylsulfonyl, 2,2-dimethylbutylsulfonyl, 2,3-dimethylbutylsulfonyl, 3,3-dimethylbutylsulfonyl, 1-ethylbutylsulfonyl, 2-ethylbutylsulfonyl, 1,1,2-trimethylpropylsulfonyl, 1,2,2-trimethylpropylsulfonyl, 1-ethyl-1-methylpropylsulfonyl or 1-ethyl-2-methylpropylsulfonyl.

[0122] The substituent "oxo" is formed by replacing the CH2 group with a C (=O) group.

[0123] The suffix "-carbonyl" in a group indicates that the group is bonded to the rest of the molecule via a carbonyl C=O group. This is the case, for example, in alkyl carbonyl, haloalkyl carbonyl, amino carbonyl, alkylamino carbonyl, dialkylamino carbonyl, alkoxycarbonyl, and haloalkoxycarbonyl groups.

[0124] Alkoxycarbonyl: An alkoxy group as defined above, attached to the remainder of the molecule via a carbonyl [C(=O)] group. C1-C3 alkoxycarbonyl is a C1-C3 alkoxy group as defined above, attached to the remainder of the molecule via a carbonyl [C(=O)] group. Examples of C1-C3 alkoxycarbonyl are methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, and isopropoxycarbonyl. C1-C6 alkoxycarbonyl is a C1-C6 alkoxy group as defined above, attached to the remainder of the molecule via a carbonyl [C(=O)] group. Examples of C1-C6 alkoxycarbonyl, other than those listed for C1-C3 alkoxycarbonyl, are n-butoxycarbonyl, sec-butoxycarbonyl, isobutoxycarbonyl, tert-butoxycarbonyl, pentoxycarbonyl, and hexoxycarbonyl.

[0125] Alkoxycarbonylalkyl: An alkyl group as defined above, wherein one hydrogen atom is replaced by an alkoxycarbonyl group as defined above. C1-C6 alkoxycarbonyl-C1-C6 alkyl: A C1-C6 alkyl group as defined above, wherein one hydrogen atom is replaced by a C1-C6 alkoxycarbonyl group as defined above.

[0126] Phenyl-C1-C3 alkyl is a C1-C3 alkyl group as defined above, wherein one hydrogen atom is substituted by a phenyl ring. Examples are benzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylpropyl, 2-phenylpropyl, 3-phenylpropyl, or 2-phenyl-2-propyl.

[0127] The phenylthio group is a phenyl ring connected to the rest of the molecule via an S atom.

[0128] The benzenesulfinyl group is a phenyl ring connected to the rest of the molecule via an S(O) group.

[0129] The benzenesulfonyl group is a phenyl ring connected to the rest of the molecule via an S(O)2 group.

[0130] Hydroxyl group: an OH group linked via an O atom;

[0131] Cyano group: A CN group linked via a C atom;

[0132] Nitro group: A NO2 group linked via an N atom.

[0133] For the purposes of this invention, a bicyclic ring comprises two rings having at least one common ring atom. This term includes fused (co-fused) ring systems where the two rings have two common adjacent ring atoms, spirocyclic systems where the rings have only one common ring atom, and bridging systems having at least three common ring atoms. The bicyclic ring W is a carbocyclic ring, containing only carbon atoms as ring members. Further details are given below.

[0134] Z is a 3, 4, 5, 6, or 7-member saturated, partially unsaturated, fully unsaturated, or aromatic ring, except for phenyl. It is formed by r carbon atoms (r = 1-7), n nitrogen atoms (n = 0, 1, or 2), n sulfur atoms (n = 0, 1, or 2), and n oxygen atoms (n = 0, 1, or 2), wherein the sulfur and carbon ring atoms are accompanied by n oxo groups (n = 0, 1, or 2). A carbon atom may, of course, be accompanied by only 0 or 1 oxo group. If the sulfur ring atom contains 1 or 2 oxo groups, heteroatomic groups S(O) and S(O)2 will be generated as ring members.

[0135] Therefore, ring Z can be a carbocyclic ring (i.e., containing only carbon atoms as ring members; here r is 3-7 and n, representing the number of N, O, and S, is 0) or a heterocyclic ring (i.e., also containing at least one N, O, and / or S atom as a ring member; r is therefore 1-6 here and at least one of n, representing the number of N, O, and S ring members, is 1).

[0136] An unsaturated carbocyclic ring contains at least one C-C double bond. An unsaturated heterocyclic ring contains at least one C-C and / or CN and / or NN double bond. A partially unsaturated carbocyclic ring contains fewer than the maximum number of C-C double bonds allowed by the ring size. A partially unsaturated heterocyclic ring contains fewer than the maximum number of C-C and / or CN and / or NN double bonds allowed by the ring size. A fully (or maximally) unsaturated carbocyclic ring contains as many conjugated C-C double bonds as allowed by the ring size. However, phenyl is not included in the definition of Z. A fully (or maximally) unsaturated heterocyclic ring contains as many conjugated C-C and / or CN and / or NN double bonds as allowed by the ring size. Maximally unsaturated 5- or 6-membered heterocyclic rings are usually aromatic. Exceptions are maximally unsaturated 6-membered rings containing O, S, SO, and / or SO2 as ring members, such as non-aromatic pyrans and thiorans.

[0137] Examples of 3, 4, 5, 6, or 7-membered saturated monocyclic carbon rings are cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, and cycloheptyl.

[0138] Examples of partially or completely unsaturated monocyclic carbocyclic rings Z with 3, 4, 5, 6, or 7 members include cyclopropenyl, cyclopropenyl, cyclobutenyl, cyclobutenyl, cyclobutadienyl, cyclopentenyl, cyclopentenyl, cyclopentenyl, cyclopentenyl, cyclopentenyl, cyclopentenyl, cyclopentenyl, cyclopentenyl, cyclopentenyl, cyclopentenyl, cyclopentenyl, cyclopentenyl, cyclohex ... Cyclohex-2,5-dienyl, cyclohepta-1-enyl, cyclohepta-2-enyl, cyclohepta-3-enyl, cyclohepta-4-enyl, cyclohepta-1,3-dienyl, cyclohepta-1,4-dienyl, cyclohepta-1,5-dienyl, cyclohepta-1,6-dienyl, cyclohepta-2,4-dienyl, cyclohepta-2,5-dienyl, cyclohepta-2,6-dienyl, cyclohepta-3,5-dienyl, cyclohepta-1,3,5-trienyl, cyclohepta-1,3,6-trienyl, cyclohepta-1,4,6-trienyl, and cyclohepta-2,4,6-trienyl.

[0139] Examples of 3, 4, 5, 6, or 7-member saturated, partially unsaturated, completely unsaturated, or aromatic heterocyclic Z are as follows:

[0140] 3, 4, 5, 6, or 7-membered saturated monocyclic heterocycles: for example, ethylene oxide-2-yl, thiohexacyclic propane-2-yl, aziridin-1-yl, aziridin-2-yl, oxetane-2-yl, oxetane-3-yl, thiohexacyclic butane-2-yl, thiohexacyclic butane-3-yl, 1-oxothiohexacyclic butane-2-yl, 1-oxothiohexacyclic butane-3-yl, 1,1-dioxothiohexacyclic butane-2-yl, 1,1-dioxothiohexacyclic butane-3-yl, azirane-1-yl, azirane-2-yl, azirane-3-yl, tetrahydrofuran-2-yl, tetrahydrofuran-3-yl, tetrahydrothiophene-2-yl, tetrahydrothiophene-3-yl, 1-oxothiophene-2-yl, tetrahydrothiophene-3-yl, 1-oxothiophene-2-yl, tetrahydrothiophene-3-yl, 1-oxothiophene-2-yl, tetrahydrothiophene-3-yl, tetrahydro ... Hydrothiophene-2-yl, 1,1-dioxotetrahydrothiophene-2-yl, 1-oxotetrahydrothiophene-3-yl, 1,1-dioxotetrahydrothiophene-3-yl, 1,3-dioxopentane-2-yl, 1,3-dioxopentane-4-yl, 1,3-dithiopentane-2-yl, 1,3-dithiopentane-4-yl, 1,3-oxothiohexacyclopentane-2-yl, 1,3-oxothiohexacyclopentane-4-yl, 1,3-oxothiohexacyclopentane-5-yl, pyrrolidine-1-yl, pyrrolidine-2-yl, pyrrolidine-3-yl, pyrazolidine-1-yl, pyrazolidine-3-yl, pyrazolidine-4-yl, pyrazolidine-5-yl, imidazolidine-1-yl, imidazolidine-2-yl, imidazolidine-4-yl 2-oxazolidinyl, 3-azolidinyl, 4-azolidinyl, 5-olazolidinyl, isozonil 2-oxazolidinyl, isozonil 3-olazolidinyl, isozonil 4-azolidinyl, isozonil 1,2,4- thiazolidin-5-yl, thiazolidin-2-yl, thiazolidin-3-yl, thiazolidin-4-yl, thiazolidin-5-yl, isothiazolidine-2-yl, isothiazolidine-3-yl, isothiazolidine-4-yl, isothiazolidine-5-yl, 1,2,4- diazolidin-3-yl, 1,2,4 Diazolidin-5-yl, 1,2,4-thiadiazolidin-3-yl, 1,2,4-thiadiazolidin-5-yl, 1,3,4- Diazolidin-2-yl, 1,3,4-thiadiazolidin-2-yl, 1,2,4-triazolidin-1-yl, 1,2,4-triazolidin-3-yl, 1,2,4-triazolidin-4-yl, 2-tetrahydropyranyl, 3-tetrahydropyranyl, 4-tetrahydropyranyl, 1,3-di- Alkyl-2-yl, 1,3-di Alkyl-4-yl, 1,3-di Alkyl-5-yl, 1,4-di Alkyl-2-yl, Piperidin-1-yl, Piperidin-2-yl, Piperidin-3-yl, Piperidin-4-yl, Hexahydropyridazin-1-yl, Hexahydropyridazin-3-yl, Hexahydropyridazin-4-yl, Hexahydropyrimidin-1-yl, Hexahydropyrimidin-2-yl, Hexahydropyrimidin-4-yl, Hexahydropyrimidin-5-yl, Piperazin-1-yl, Piperazin-2-yl, 1,3,5-Hexahydrotriazin-1-yl, 1,3,5-Hexahydrotriazin-2-yl, 1,2,4-Hexahydrotriazin-1-yl, 1,2,4-Hexahydrotriazin-2-yl, 1,2,4-Hexahydrotriazin-3-yl, 1,2,4-Hexahydrotriazin-4-yl, 1,2,4-Hexahydrotriazin-3-yl, Hexahydrotriazin-4-yl, 1,2,4-Hexahydrotriazin-3-yl Azin-5-yl, 1,2,4-hexahydrotriazin-6-yl, morpholin-2-yl, morpholin-3-yl, morpholin-4-yl, thiomorpholin-2-yl, thiomorpholin-3-yl, thiomorpholin-4-yl, 1-oxothiomorpholin-2-yl, 1-oxothiomorpholin-3-yl, 1-oxothiomorpholin-4-yl, 1,1-dioxothiomorpholin-2-yl, 1,1-dioxothiomorpholin-3-yl, 1,1-dioxothiomorpholin-4-yl, azacycloheptane-1-, -2-, -3- or -4-yl, oxacycloheptane-2-, -3-, -4- or -5-yl, hexahydro-1,3-diaza 1,6-hexahydro-1,4-diaza alkyl, hexahydro-1,3-oxadiazine oxazepinyl, hexahydro-1,4-oxaza Groups such as hexahydro-1,3-dioxepinyl and hexahydro-1,4-dioxepinyl;

[0141] 3, 4, 5, 6, or 7 partially unsaturated heteromonocyclic rings: 2,3-dihydrofuran-2-yl, 2,3-dihydrofuran-3-yl, 2,5-dihydrofuran-2-yl, 2,5-dihydrofuran-3-yl, 2,3-dihydrothiophen-2-yl, 2,3-dihydrothiophen-3-yl, 2,5-dihydrothiophen-2-yl, 2,5-dihydrothiophen-3-yl, 2-pyrrololin-2-yl, 2-pyrrololin-3-yl, 3-pyrrololin-2-yl, 3-pyrrololin-3-yl, 2-iso Azoline-3-yl, 3-iso Azoline-3-yl,4-iso Azoline-3-yl, 2-iso Azoline-4-yl,3-iso Azoline-4-yl,4-iso Azoline-4-yl,2-iso Azoline-5-yl,3-iso Azoline-5-yl,4-iso Azoline-5-yl, 2-isothiazoline-3-yl, 3-isothiazoline-3-yl, 4-isothiazoline-3-yl, 2-isothiazoline-4-yl, 3-isothiazoline-4-yl, 4-isothiazoline-4-yl, 2-isothiazoline-5-yl, 3-isothiazoline-5-yl, 4-isothiazoline-5-yl, 2,3-dihydropyrazole-1-yl, 2,3-dihydropyrazole-2-yl, 2,3-dihydropyrazole -3-yl, 2,3-dihydropyrazole-4-yl, 2,3-dihydropyrazole-5-yl, 3,4-dihydropyrazole-1-yl, 3,4-dihydropyrazole-3-yl, 3,4-dihydropyrazole-4-yl, 3,4-dihydropyrazole-5-yl, 4,5-dihydropyrazole-1-yl, 4,5-dihydropyrazole-3-yl, 4,5-dihydropyrazole-4-yl, 4,5-dihydropyrazole-5-yl, 2,3-dihydro Azol-2-yl,2,3-dihydro Azol-3-yl,2,3-dihydro Azol-4-yl,2,3-dihydro Azol-5-yl,3,4-dihydro Azol-2-yl,3,4-dihydro Azol-3-yl,3,4-dihydro Azol-4-yl,3,4-dihydro Azol-5-yl,3,4-dihydro Azol-2-yl,3,4-dihydro Azol-3-yl,3,4-dihydro Azoxyl-4-yl, 3,6-dihydro-2H-pyran-2-, 3-, 4-, 5- or 6-yl, 3,4-dihydro-2H-pyran-2-, 3-, 4-, 5- or 6-yl, 3,6-dihydro-2H-thiaran-2-, 3-, 4-, 5- or 6-yl, 3,4-dihydro-2H-thiaran-2-, 3-, 4-, 5- or 6-yl, 2-, 3-, 4- 5- or 6-di- or tetrahydropyridinyl, 3-di- or tetrahydropyridazinyl, 4-di- or tetrahydropyridazinyl, 2-di- or tetrahydropyrimidinyl, 4-di- or tetrahydropyrimidinyl, 5-di- or tetrahydropyrimidinyl, di- or tetrahydropyrazinyl, 1,3,5-di- or tetrahydrotriazin-2-yl, 1,2,4-di- or tetrahydrotriazin-3-yl, 2,3,4,5-tetrahydro[1H]aza -1-, -2-, -3-, -4-, -5-, -6- or -7-yl, 3,4,5,6-tetrahydro[2H]aza -2-, -3-, -4-, -5-, -6- or -7-yl, 2,3,4,7-tetrahydro[1H]aza -1-, -2-, -3-, -4-, -5-, -6- or -7-yl, 2,3,6,7-tetrahydro[1H]aza -1-, -2-, -3-, -4-, -5-, -6-, or -7-yl, tetrahydrooxetrazine heptatrienyl, such as 2,3,4,5-tetrahydro[1H]oxetrazine-2-, -3-, -4-, -5-, -6-, or -7-yl, 2,3,4,7-tetrahydro[1H]oxetrazine-2-, -3-, -4-, -5-, -6-, or -7-yl, 2,3,6,7-tetrahydro[1H]oxetrazine-2-, -3-, -4-, -5-, -6-, or -7-yl, tetrahydro-1,3-diaza 2,4-diaza-tetrahydro-1,4-diazepine Tetrahydro-1,3-oxazine ,tetrahydro-1,4-oxazine Groups such as tetrahydro-1,3-dioxane-heptanetrienyl, tetrahydro-1,4-dioxane-heptanetrienyl, etc.

[0142] 3, 4, 5, 6, or 7 maximally unsaturated (but non-aromatic) heteromonocyclic compounds: pyran-2-yl, pyran-3-yl, pyran-4-yl, thiaran-2-yl, thiaran-3-yl, thiaran-4-yl, 1-oxothiran-2-yl, 1-oxothiran-3-yl, 1-oxothiran-4-yl, 1,1-dioxothiran-2-yl, 1,1-dioxothiran-3-yl, 1,1-dioxothiran-4-yl, 2H- Azine-2-yl, 2H- Azine-3-yl, 2H- Azine-4-yl, 2H- Azine-5-yl, 2H- Azine-6-yl, 4H- Azine-3-yl, 4H- Azine-4-yl, 4H- Azine-5-yl, 4H- Azine-6-yl, 6H- Azine-3-yl, 6H- Azine-4-yl, 7H- Azine-5-yl, 8H- Azine-6-yl, 2H-1,3- Azine-2-yl, 2H-1,3- Azine-4-yl, 2H-1,3- Azine-5-yl, 2H-1,3- Azine-6-yl, 4H-1,3- Azine-2-yl, 4H-1,3- Azine-4-yl, 4H-1,3- Azine-5-yl, 4H-1,3- Azine-6-yl, 6H-1,3- Azine-2-yl, 6H-1,3- Azine-4-yl, 6H-1,3- Azine-5-yl, 6H-1,3- Azine-6-yl, 2H-1,4- Azine-2-yl, 2H-1,4- Azine-3-yl, 2H-1,4- Azine-5-yl, 2H-1,4- Azine-6-yl, 4H-1,4- Azine-2-yl, 4H-1,4- Azine-3-yl, 4H-1,4- Azine-4-yl, 4H-1,4- Azine-5-yl, 4H-1,4- Azine-6-yl, 6H-1,4- Azine-2-yl, 6H-1,4- Azine-3-yl, 6H-1,4- Azine-5-yl, 6H-1,4- Azine-6-yl, 1,4-di alken-2-yl, 1,4-oxothiacyclohexadien-2-yl, 1H-aza 1H-[1,3]-diaza 1H-[1,4]-diaza wait.

[0143] 5 or 6-membered monocyclic aromatic heterocycles: for example, 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 1-pyrroleyl, 2-pyrroleyl, 3-pyrroleyl, 1-pyrazolyl, 3-pyrazolyl, 4-pyrazolyl, 5-pyrazolyl, 1-imidazolyl, 2-imidazolyl, 4-imidazolyl, 5-imidazolyl, 2- azole group, 4- azole, 5- azole group, 3-iso azole group, 4-iso azole group, 5-iso Azolyl, 2-thiazolyl, 4-thiazolyl, 5-thiazolyl, 3-isothiazolyl, 4-isothiazolyl, 5-isothiazolyl, 1,3,4-triazol-1-yl, 1,3,4-triazol-2-yl, 1,3,4-triazol-3-yl, 1,2,3-triazol-1-yl, 1,2,3-triazol-2-yl, 1,2,3-triazol-4-yl, 1,2,5- diazol-3-yl, 1,2,3- diazol-4-yl, 1,2,3- diazol-5-yl, 1,3,4- Diazol-2-yl, 1,2,5-thiadiazol-3-yl, 1,2,3-thiadiazol-4-yl, 1,2,3-thiadiazol-5-yl, 1,3,4-thiadiazol-2-yl, 1,2,3,4-tetrazol-1-yl, 1,2,3,4-tetrazol-2-yl, 1,2,3,4-[1H]-tetrazol-5-yl, 1,2,3,4-[2H]-tetrazol-5-yl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 1 -Oxopyridin-2-yl, 1-Oxopyridin-3-yl, 1-Oxopyridin-4-yl, 3-pyridazinyl, 4-pyridazinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 2-pyrazinyl, 1,3,5-triazin-2-yl, 1,2,4-triazin-3-yl, 1,2,4-triazin-5-yl, 1,2,3,4-tetraazin-1-yl, 1,2,3,4-tetraazin-2-yl, 1,2,3,4-tetraazin-5-yl, etc.

[0144] The double rings have 4-7 members, with 5-7 members being preferred.

[0145] Examples of 5-7 bicyclic spirocyclic saturated carbon rings include spiro[2.2]pentyl, spiro[2.3]hexyl, and spiro[2.4]heptyl.

[0146] Examples of 4-7 bicyclic fused carbon rings include bicyclic [1.1.0]butyl, bicyclic [3.1.0]hexyl, and bicyclic [3.2.0]heptyl.

[0147] Examples of 5-7 bicyclic bridging saturated carbon rings include bicyclic [1.1.1]pentyl, bicyclic [2.1.1]hexyl, bicyclic [2.2.1]heptyl, and bicyclic [3.1.1]heptyl.

[0148] R 7 and R 8 Together with the carbon atoms they are bonded to, they form saturated or partially unsaturated 3-8 member monocyclic or bicyclic carbon rings (W).

[0149] Examples of saturated 3-8 member monocyclic carbocyclic W are cyclopropane-1,1-diyl, cyclobutane-1,1-diyl, cyclopentane-1,1-diyl, cyclohexane-1,1-diyl, cycloheptane-1,1-diol, or cyclooctane-1,1-diol.

[0150] Examples of partially unsaturated 3-8 member monocyclic carbocyclic rings (W) include cyclobut-2-en-1,1-diyl, cyclopent-2-en-1,1-diyl, cyclopent-3-en-1,1-diyl, cyclohex-2-en-1,1-diyl, cyclohex-3-en-1,1-diyl, cyclohex-2,4-dien-1,1-diyl, cyclohex-2,5-dien-1,1-diyl, cyclohept-2-en-1,1-diyl, cyclohept-3-en-1,1-diyl, cyclohept-4-en-1,1-diyl, and cyclohept-2,4- Diene-1,1-diyl, cycloheptane-2,5-diene-1,1-diyl, cycloheptane-2,6-diene-1,1-diyl, cycloheptane-3,5-diene-1,1-diyl, cyclooct-2-ene-1,1-diyl, cyclooct-3-ene-1,1-diyl, cyclooct-4-ene-1,1-diyl, cyclooct-2,4-diene-1,1-diyl, cyclooct-2,5-diene-1,1-diyl, cyclooct-2,6-diene-1,1-diyl, cyclooct-3,5-diene-1,1-diyl.

[0151] Examples of bicyclic spirocyclic saturated carbon rings include spiro[3.3]heptane-6,6-diyl, spiro[3.3]heptane-7,7-diyl, etc.

[0152] Examples of 5-8 member bicyclic fused saturated carbocyclic rings W include bicyclic [3.1.0]hexane-3,3-diyl, bicyclic [3.1.0]hexane-4,4-diyl, bicyclic [3.1.0]hexane-6,6-diyl, bicyclic [3.2.0]heptane-3,3-diyl, bicyclic [3.2.0]heptane-4,4-diyl, bicyclic [3.2.0]heptane-6,6-diyl, bicyclic [3.3.0]octane-3,3-diyl, bicyclic [3.3.0]octane-4,4-diyl, bicyclic [4.2.0]octane-4,4-diyl, bicyclic [4.2.0]octane-5,5-diyl, and bicyclic [4.2.0]octane-7,7-diyl.

[0153] Examples of 5-8 bicyclic bridging saturated carbon rings W include bicyclic [2.2.1]heptane-2,2-diyl, bicyclic [2.2.1]heptane-7,7-diyl, bicyclic [2.2.2]octane-2,2-diyl, etc.

[0154] An example of a partially unsaturated bicyclic bridging carbon ring W is bicyclic [2.2.2]oct-2-ene-5,5-diyl.

[0155] The preferred embodiments of the present invention described below should be understood as being preferred either independently or in combination with each other.

[0156] One embodiment of the present invention relates to a compound of formula (I):

[0157]

[0158] The substituents have the following meanings:

[0159] R 1 It can be hydrogen, C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkoxy-C1-C3 alkyl, C1-C3 alkoxy, or C1-C3 haloalkoxy.

[0160] R 2 It can be hydrogen, halogen, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, or C1-C3 haloalkoxy.

[0161] R 3 It can be hydrogen, halogen, nitro, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl;

[0162] R 4 It can be hydrogen, halogen, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, C3-C4 halocycloalkyl, C1-C3 haloalkoxy, C2-C3 haloalkenyl, or C2-C3 haloalkynyl.

[0163] R 5 It can be hydrogen, halogen, nitro, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl;

[0164] R 6 It can be hydrogen, halogen, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, or C1-C3 haloalkoxy.

[0165] R 7 and R 8Together with the carbon atoms they are bonded to, they form saturated or partially unsaturated 3-8 member monocyclic or bicyclic rings W, which, in addition to the carbon atom, contain q carbon atoms, u oxygen atoms, v nitrogen atoms, u sulfur atoms, and n atoms selected from NR. d and NCOR d The unit, in which one carbon atom carries p oxo groups and is surrounded by n R groups. g replace;

[0166] R 9 It can be hydrogen, C1-C6 alkyl, C3-C4 cycloalkyl, C1-C6 haloalkyl, C1-C3 alkoxy-C1-C3 alkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalynyl, C1-C6 alkoxy, C1-C6 haloalkoxy, or C1-C3 alkoxy-C1-C3 alkoxy.

[0167] X is the key (X 0 () or selected from the following divalent units: (X) 1 ), (X 2 ), (X 3 ), (X 4 ), (X 5 ) and (X 6 ):

[0168]

[0169] R 10 -R 15 Each of these can be independently represented as hydrogen, fluorine, chlorine, bromine, iodine, hydroxyl, cyanide, or CO2R. e CONR b R d R a Or C1-C6 alkyl, C3-C5 cycloalkyl, C2-C6 alkenyl, C2-C6 alkynyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, hydroxyl and cyano; or C1-C6 alkoxy, C3-C6 cycloalkoxy, C3-C6 alkenyloxy or C3-C6 alkynyloxy, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano and C1-C2 alkoxy;

[0170] Y represents hydrogen, cyano, hydroxyl, or Z.

[0171] Or C1-C 12 Alkyl, C3-C8 cycloalkyl, C2-C 12 Alkenyl or C2-C 12 The alkynyl group is substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano, hydroxyl, OR d , Z, OZ, NHZ, S(O) n Ra SO2NR b R d SO2NR b COR e CO2R e CONR b R h COR b CONR e SO2R a NR b R e NR b COR e NR b CONR e R e NR b CO2R e NR b SO2R e NR b SO2NR b R e OCONR b R e OCSNR b R e POR f R f and C(R) b ) = NOR e ;

[0172] Z is a 3, 4, 5, or 6-membered saturated, partially unsaturated, fully unsaturated, or aromatic ring, excluding phenyl groups, and is formed by r carbon atoms, n nitrogen atoms, n sulfur atoms, and n oxygen atoms, and is substituted by m groups selected from the following: CO2R e CONR b R h S(O) n R a SO2NR b R d SO2NR b COR e COR b CONR e SO2R a NR b R e NR b COR e NR b CONR e R e NR b CO2R e NR bSO2R e NR b SO2NR b R e OCONR b R e OCSNR b R e POR f R f and C(R) b ) = NOR e R b R c R e and R f Furthermore, the sulfur and carbon atoms in this structure have n oxy groups;

[0173] R a It is a C1-C6 alkyl, C2-C4 alkynyl or C3-C6 cycloalkyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano, hydroxyl and C1-C3 alkoxy;

[0174] R b For hydrogen or R a ;

[0175] R c The groups are fluorine, chlorine, bromine, iodine, cyanide, hydroxyl, and S(O). n R a Or C1-C6 alkoxy, C3-C6 alkenoxy, or C3-C6 alkynoxy, each of which is substituted by m groups selected from the following:

[0176] Fluorine, chlorine, bromine, cyano, and C1-C2 alkoxy groups;

[0177] R d It is hydrogen or C1-C6 alkyl, C3-C6 cycloalkyl, C2-C4 alkenyl, phenyl-C1-C3 alkyl or C2-C4 alkynyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano, C1-C2 alkoxy, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl and C1-C3 alkylthio;

[0178] R e R d ;

[0179] R f It is a C1-C3 alkyl or C1-C3 alkoxy;

[0180] R gThe groups are halogen, nitro, hydroxy, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, and C1-C3 alkylsulfonyl.

[0181] R h It is hydrogen or C1-C6 alkyl, C1-C2 alkoxy, C3-C6 cycloalkyl, C2-C4 alkenyl, C1-C6 alkoxycarbonyl-C1-C6 alkyl or C2-C4 alkynyl, each of which is selected by m groups from the group consisting of 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19 ...

[0182] Substitution of the following groups: fluorine, chlorine, bromine, cyano, and C1-C2 alkoxy;

[0183] m can be 0, 1, 2, 3, 4, or 5;

[0184] n is 0, 1, or 2;

[0185] p is 0 or 1;

[0186] q is 1, 2, 3, 4, 5, 6, or 7;

[0187] r is 1, 2, 3, 4, 5, or 6;

[0188] u is 0, 1, or 2;

[0189] v can be 0, 1, 2, or 3;

[0190] This includes its agricultural salts, and in the case of compounds of formula (I) having a carboxyl group (COOH), its amides, esters or thioesters.

[0191] According to the specific formula (I) of this embodiment, the compound is obtained by passing through R 7 and R 8 The definition of the rings formed with the carbon atoms they are bonded to includes those with applicable conditions, where u, as the number of oxygen and sulfur atoms, is 0, v, as the number of nitrogen atoms, is 0, and NR, as the unit... d and NCOR d The number of n is also 0. Therefore, specifically, R 7 and R 8 Together with the carbon atoms they are bonded to, they form saturated or partially unsaturated 3-8 member monocyclic or bicyclic rings W, containing q carbon atoms in addition to the carbon atom, one of which carries p oxo groups, and the ring is bounded by n groups R. g Replacement. This can be synonymously represented as R. 7 and R8 Together with the carbon atoms they are bonded to, they form saturated or partially unsaturated 3-8 member monocyclic or bicyclic carbon rings W, wherein one carbon atom carries p oxo groups, and the ring is bounded by n groups R. g Substitution. A carbon atom with p oxo groups is a carbocyclic atom.

[0192] According to a particular embodiment of the invention, compounds of formula (I) are also preferred, wherein the variables have the following meanings, either independently or in combination:

[0193] The preferred compound according to the present invention is the compound of formula (I), wherein R 1 It is selected from hydrogen, C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C2-C3 alkenyl, C2-C3 alkynyl, C1-C3 alkoxy-C1-C3 alkyl, and C1-C3 alkoxy.

[0194] The preferred compound according to the present invention is the compound of formula (I), wherein R 1 It is selected from hydrogen, C1-C3 alkyl, C3-C4 cycloalkyl and C1-C3 alkoxy-C1-C3 alkyl.

[0195] According to the present invention, a preferred compound is a compound of formula (I), wherein R 1 Selected from hydrogen, methyl, and methoxymethyl.

[0196] In particular, R 1 It is hydrogen.

[0197] A further preferred compound according to the present invention is a compound of formula (I), wherein R 2 It is selected from hydrogen, halogenated hydroxyl, cyano and C1-C3 alkyl.

[0198] The preferred compound according to the present invention is the compound of formula (I), wherein R 2 It is selected from hydrogen, halogens and C1-C3 alkyl groups.

[0199] According to the present invention, a preferred compound is a compound of formula (I), wherein R 2 Selected from hydrogen, fluorine, chlorine and methyl.

[0200] In particular, R 2 It is hydrogen.

[0201] A further preferred compound according to the present invention is a compound of formula (I), wherein R 3 Selected from hydrogen, halogen, cyano, nitro, and C1-C3 alkyl. Alternatively, according to the present invention, a further preferred compound is a compound of formula (I), wherein R 3 It is selected from hydrogen, halogen, hydroxyl, cyano, and C1-C3 alkyl.

[0202] The preferred compound according to the present invention is the compound of formula (I), wherein R 3 Selected from halogens, cyano groups, and C1-C3 alkyl groups.

[0203] According to the present invention, a preferred compound is a compound of formula (I), wherein R 3 It is selected from hydrogen, halogen, cyano and methyl.

[0204] According to the present invention, a preferred compound is a compound of formula (I), wherein R 3 Selected from C1-C3 alkoxy or C1-C3 haloalkoxy; especially C1-C3 haloalkoxy.

[0205] In the preferred embodiment, R 3 It can be hydrogen, halogen, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy or C1-C3 haloalkoxy.

[0206] In particular, R 3 It is hydrogen, halogen, C1-C3 alkyl, or C1-C3 haloalkoxy. Very specifically, R 3 It is a halogen, a C1-C3 alkyl, or a C1-C3 haloalkoxy.

[0207] In another particular implementation, R 3 It is hydrogen or halogen, more specifically halogen, and very specifically chlorine or fluorine.

[0208] A further preferred compound according to the present invention is a compound of formula (I), wherein R 4 Selected from hydrogen and halogens.

[0209] According to the present invention, a preferred compound is a compound of formula (I), wherein R 4 It is selected from hydrogen, fluorine, chlorine and bromine.

[0210] In particular, R 4 It can be hydrogen, fluorine, or chlorine, with hydrogen being particularly noteworthy.

[0211] A further preferred compound according to the present invention is a compound of formula (I), wherein R 5 Selected from hydrogen, halogen, cyano, nitro, and C1-C3 alkyl. Alternatively, other preferred compounds according to the present invention are compounds of formula (I), wherein R 5 It is selected from hydrogen, halogen, hydroxyl, cyano, and C1-C3 alkyl.

[0212] The preferred compound according to the present invention is the compound of formula (I), wherein R 5 Selected from halogens, cyano groups, and C1-C3 alkyl groups.

[0213] According to the present invention, a preferred compound is a compound of formula (I), wherein R5 It is selected from hydrogen, halogen, cyano and methyl.

[0214] In particular, R 5 It is hydrogen or halogen, more specifically hydrogen, chlorine or fluorine, and very specifically chlorine or fluorine.

[0215] A further preferred compound according to the present invention is a compound of formula (I), wherein R 6 It is selected from hydrogen, halogen, hydroxyl, cyano and C1-C3 alkyl.

[0216] A more preferred compound according to the present invention is a compound of formula (I), wherein R 6 It is selected from hydrogen, halogens and C1-C3 alkyl groups.

[0217] According to the present invention, a preferred compound is a compound of formula (I), wherein R 6 Selected from hydrogen, fluorine, chlorine and methyl.

[0218] In particular, R 6 It is hydrogen.

[0219] R 7 and R 8 Together with the carbon atoms they are bonded to, they form saturated or partially unsaturated 3-8 member monocyclic or bicyclic carbon rings W. Examples of such rings W are given above. Preferred examples are the following structures:

[0220]

[0221] The arrow indicates the connection point of two C (=O) groups.

[0222] If ring W does not contain a rotation axis, it has R 7 and R 8 The carbon atom is the stereoisomer center. This is the case, for example, for the following ring W:

[0223]

[0224] Alternatively, if a ring other than the eight asymmetric rings mentioned above can be replaced, then W contains no axis of rotation and has R. 7 and R 8 The carbon atom is the stereoisomer center.

[0225] A further preferred compound according to the present invention is a compound of formula (I), wherein R 7 and R 8 Together with the carbon atoms they are bonded to, they form saturated or partially unsaturated 4-7 member monocyclic or bicyclic carbocyclic rings W, where one carbon atom carries p oxo groups and is bonded by n groups R. g replace.

[0226] Preferably, Rg It can be fluorine, C1-C2 alkyl, or C1-C2 haloalkyl, with C1-C2 alkyl being the most preferred.

[0227] However, more preferably, R 7 and R 8 Together with the carbon atoms they are bonded to, they form saturated or partially unsaturated 3, 4, or 5-membered monocyclic carbon rings W, for example:

[0228]

[0229] In particular, R 7 and R 8 Together with the carbon atoms they are bonded to, they form saturated or partially unsaturated 3, 4, or 5-membered monocyclic carbon rings W, selected from:

[0230]

[0231] In particular, ring W does not have substituent R on the carbon ring atoms. g And it does not contain oxygen groups.

[0232] In the compound of formula (I), X is selected from the bond (X). 0 () or selected from the following divalent units: (X) 1 ), (X 2 ), (X 3 ), (X 4 ), (X 5 ) and (X 6 ), of which intramolecular (X) 1 ), (X 2 ), (X 3 ), (X 4 ), (X 5 ) and (X 6 The orientation of ) is shown in the figure. The left arrow indicates the bond with the adjacent nitrogen, and the right arrow indicates the bond with the adjacent group Y.

[0233]

[0234] In the preferred embodiment (Form (IX) 0 ) compounds, where X is a bond (X 0 ):

[0235]

[0236] In another preferred embodiment (Form (IX) 1 In the compound, X is (X 1 ), of which intramolecular (X) 1 The orientation of the ) is shown in the figure. The left arrow indicates the bond with the adjacent nitrogen, and the right arrow indicates the bond with the adjacent group Y:

[0237]

[0238] In another preferred embodiment (Form (IX) 2 In the compound, X is (X 2 ), of which intramolecular (X) 2 The orientation of the ) is shown in the figure. The left arrow indicates the bond with the adjacent nitrogen, and the right arrow indicates the bond with the adjacent group Y:

[0239]

[0240] In another preferred embodiment (Form (IX) 3 In the compound, X is (X 3 ), of which intramolecular (X) 3 The orientation of the ) is shown in the figure. The left arrow indicates the bond with the adjacent nitrogen, and the right arrow indicates the bond with the adjacent group Y:

[0241]

[0242] In another preferred embodiment (Form (IX) 4 In the compound, X is (X 4 ), of which intramolecular (X) 4 The orientation of the ) is shown in the figure. The left arrow indicates the bond with the adjacent nitrogen, and the right arrow indicates the bond with the adjacent group Y:

[0243]

[0244] In another preferred embodiment (Form (IX) 5 In the compound, X is (X 5 ), of which intramolecular (X) 5 The orientation of the ) is shown in the figure. The left arrow indicates the bond with the adjacent nitrogen, and the right arrow indicates the bond with the adjacent group Y:

[0245]

[0246] In another preferred embodiment (Form (IX) 6 In the compound, X is (X 6 ), of which intramolecular (X) 6 The orientation of the ) is shown in the figure. The left arrow indicates the bond with the adjacent nitrogen, and the right arrow indicates the bond with the adjacent group Y:

[0247]

[0248] A further preferred compound according to the present invention is a compound of formula (I), wherein X is selected from bond (X). 0(or selected from the following divalent units: CH2, CH2CH2, CH(CH3), CH2CH2CH2, CH(CH2CH3), CH(CH3)CH2, C(CH3)2, C(CH3)2CH2, C(iPr)CH3, CH(CH2iPr)CH2, CH2CH=CH, C(CH3)2C≡C, CH(CF3)CH2, CH(CH3)CH2O, CH2CH2O, CH(cPr)CH2O, CH(CH2OCH3), CH(CH2CH2SCH3), CH(COOH), CH(COOCH3), CH(COOH)CH2, CH(COOCH3)CH2, CH2COH(CF3), CH(CONHCH3), CH(CONHCH3)CH2 and CH2CH2CONHCH2. Among them, CH2, CH2CH2, CH(CH3), CH2CH2CH2, CH(CH2CH3), and CH(CH3)CH2 are preferred, CH2 and CH(CH3) are more preferred, and CH(CH3) is particularly preferred.

[0249] A further preferred compound according to the present invention is a compound of formula (I), wherein R 10 -R 15 Each is independently selected from hydrogen, fluorine, chlorine, bromine, iodine, hydroxyl, cyano, and CO2R. e CONR b R d CONR e SO2R a It may be a C1-C6 alkyl, C3-C5 cycloalkyl, or C2-C6 alkenyl group, each of which is substituted by m groups selected from fluorine; or a C1-C6 alkoxy, C3-C6 cycloalkoxy, C3-C6 alkenyloxy, or C3-C6 alkynoxy group, each of which is substituted by m groups selected from fluorine.

[0250] According to the present invention, a preferred compound is a compound of formula (I), wherein R 10 -R 15 Each is independently selected from hydrogen, fluorine, chlorine, and CO2R. e CONR b R d It may be a C1-C6 alkyl group, which is substituted with m groups selected from fluorine, or a C1-C6 alkoxy group, which is substituted with m groups selected from fluorine.

[0251] In particular, R 10 -R 15 Each is independently selected from halogens, C1-C6 alkyl groups, C1-C3 alkoxy groups, and CO2R. e .

[0252] Regarding the substituents on Y and Z, the following groups have the following preferred meanings: Ra Preferably C1-C6 alkyl or C 3- C6 cycloalkyl groups, each of which is substituted by m groups selected from fluorine, chlorine, bromine, iodine, cyano and hydroxyl groups; more preferably C1-C4 alkyl groups;

[0253] R b Preferably hydrogen, or C1-C6 alkyl or C 3- C6 cycloalkyl groups, each of which is substituted by m groups selected from fluorine, chlorine, bromine, iodine, cyano and hydroxyl; more preferably hydrogen or C1-C4 alkyl groups;

[0254] R c Preferably, it contains fluorine, chlorine, bromine, iodine, cyano, hydroxyl, or S(O). n R a Or C1-C6 alkoxy, C 3- C6 olefin or C 3- C6 alkynyl groups, each of which is replaced by m groups selected from fluorine, chlorine, bromine, cyano and C1-C2 alkoxy groups;

[0255] R d Preferably hydrogen or C1-C6 alkyl, C 3- C6 cycloalkyl, C2-C4 alkenyl, phenyl-C1-C3 alkyl or C2-C4 alkynyl, each being substituted by m groups selected from fluorine, chlorine, bromine, cyano, C1-C2 alkoxy, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl and C1-C3 alkylthio; more preferably hydrogen or C1-C4 alkyl;

[0256] R e Preferably, it is hydrogen or C1-C6 alkyl, C3-C6 cycloalkyl, C2-C4 alkenyl, phenyl-C1-C3 alkyl or C2-C4 alkynyl, each of which is substituted by m groups selected from fluorine, chlorine, bromine, cyano, C1-C2 alkoxy, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl and C1-C3 alkylthio; more preferably, it is hydrogen or C1-C4 alkyl.

[0257] R h It is hydrogen or C1-C6 alkyl, C1-C2 alkoxy, C3-C6 cycloalkyl, C2-C4 alkenyl, C1-C6 alkoxycarbonyl-C1-C6 alkyl or C2-C4 alkynyl, each of which is substituted by m groups selected from fluorine, chlorine, bromine, cyano and C1-C2 alkoxy; more preferably hydrogen or C1-C4 alkyl, especially C1-C4 alkyl.

[0258] A further preferred compound according to the present invention is a compound of formula (I), wherein Y is selected from hydrogen, cyano, hydroxyl, Z, or C1-C. 12 Alkyl, C3-C8 cycloalkyl, C2-C 12 Alkenyl or C2-C 12The alkynyl group is substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano, hydroxyl, Z, CO2R. e CONR b R h and CONR e SO2R a .

[0259] According to the present invention, a preferred compound is a compound of formula (I), wherein Y is selected from hydrogen, cyano, hydroxyl, Z, or C1-C. 12 Alkyl groups and C3-C8 cycloalkyl groups, each substituted with m groups selected from the following: fluorine, CO2R e CONR b R h and CONR e SO2R a .

[0260] According to the present invention, a preferred compound is a compound of formula (I), wherein Y is selected from C1-C2. 12 Alkyl, C3-C8 cycloalkyl, C2-C 12 Alkenyl or C2-C 12 The alkynyl group is substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano, hydroxyl, OR d , Z, OZ, NHZ, S(O) n R a SO2NR b R d SO2NR b COR e CO2R e CONR b R h COR b CONR e SO2R a NR b R e NR b COR e NR b CONR e R e NR b CO2R e NR b SO2R e NR b SO2NR b R e OCONR b R e OCSNR b R e POR f Rf and C(R) b ) = NOR e .

[0261] According to the present invention, a preferred compound is a compound of formula (I), wherein Y is selected from C1-C8 alkyl, C3-C8 cycloalkyl, C2-C8 alkenyl or C2-C8 alkynyl, each substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano, hydroxyl, OR d , Z, OZ, NHZ, S(O) n R a SO2NR b R d SO2NR b COR e CO2R e CONR b R h COR b CONR e SO2R a NR b R e NR b COR e NR b CONR e R e NR b CO2R e NR b SO2R e NR b SO2NR b R e OCONR b R e OCSNR b R e POR f R f and C(R) b ) = NOR e .

[0262] According to the present invention, a preferred compound is a compound of formula (I), wherein Y is selected from C1-C2. 12 Alkyl, C3-C8 cycloalkyl, C2-C 12 Alkenyl or C2-C 12 Alkyne groups, each surrounded by m groups selected from fluorine and CO2R e Substitution of groups.

[0263] Specifically, Y is selected from Z, or C1-C. 12 Alkyl groups and C3-C8 cycloalkyl groups, each with m radicals selected from fluorine, C1-C2 alkoxy, CO2R eand CONR b R h Substitution of groups.

[0264] According to a more preferred embodiment, Y is a C1-C8 alkyl, C3-C8 cycloalkyl, C2-C8 alkenyl, or C2-C8 alkynyl, each being composed of one or two molecules selected from CO2R. e CONR b R h and CONR e SO2R a The group and m groups selected from fluorine, chlorine, bromine, iodine, cyano, hydroxyl, OR d The group is substituted with Z, OZ, and NHZ. Even more preferably, Y is a C1-C8 alkyl group, substituted with one or two groups selected from CO2R. e CONR b R h and CONR e SO2R a The group is substituted. Specifically, Y is replaced by the group CO2R. e Substituted C1-C6 alkyl groups. Specifically, Y is a CO2R substituent. e Substituted C1-C4 alkyl group. In another specific embodiment, Y is a CO2R substituent. e Replacement C(R) 101 (R) 111 )-C1-C4 alkyl; wherein R 101 and R 111 One of them is hydrogen and the other is either hydrogen or methyl.

[0265] According to another, more preferred embodiment, Y is Z.

[0266] Preferably, Z is non-aromatic; that is, it is a 3, 4, 5, 6, or 7-member saturated, partially unsaturated, or fully unsaturated non-aromatic ring formed by r carbon atoms, n nitrogen atoms, n sulfur atoms, and n oxygen atoms, and it is substituted by groups selected from: CO2R e CONR b R h SO2NR b R d SO2NR b COR e COR b CONR e SO2R a NR b R e NR b COR e NR b CONR e R eNR b CO2R e NR b SO2R e NR b SO2NR b R e OCONR b R e OCSNR b R e POR f R f C(R) b ) = NOR e R b R c R e and R f Furthermore, the sulfur and carbon ring atoms in this ring have n oxo groups. Examples of such saturated, partially unsaturated, or fully unsaturated nonaromatic rings are given above.

[0267] The preferred compound according to the present invention is a compound of formula (I), wherein Z is selected from 4, 5, or 6 saturated, partially unsaturated, fully unsaturated, or aromatic rings, excluding phenyl rings, and is formed by r carbon atoms and n oxygen atoms, each surrounded by m atoms selected from CO2R. e CONR b R h CONR e SO2R a R b R c R e and R f The group is substituted, and the carbon atom has n oxo groups.

[0268] A more preferred compound according to the present invention is a compound of formula (I), wherein Z is selected from 4, 5, or 6 saturated, partially unsaturated, or fully unsaturated non-aromatic rings, formed by r carbon atoms and n oxygen atoms, each surrounded by m atoms selected from CO2R e CONR b R h CONR e SO2R a R b R c R e and R f The group is substituted, and the carbon atom has n oxo groups.

[0269] A further preferred compound according to the present invention is a compound of formula (I), wherein Z is selected from 3, 4, 5 or 6 saturated, partially unsaturated, completely unsaturated or aromatic rings, excluding phenyl, and is formed of r carbon atoms, n nitrogen atoms, n sulfur atoms and n oxygen atoms, and is surrounded by m atoms selected from CO2R. e CONR b R h CONR e SO2R a R b R c R e and R f The groups are substituted, and the sulfur atom and the carbon atom are accompanied by n oxo groups.

[0270] Representative examples of the above-mentioned 3, 4, 5, or 6-membered saturated, partially unsaturated, completely unsaturated, or aromatic heterocycles are the following structures:

[0271]

[0272] According to the invention, a preferred compound is a compound of formula (I), wherein Z is selected from 4 or 5 saturated or partially unsaturated rings, which are formed by r carbon atoms and n oxygen atoms, each surrounded by m atoms selected from CO2R. e CONR b R h CONR e SO2R a R b R c R e and R f Substitution of groups.

[0273] More preferably, Z is a 4- or 5-member saturated or partially unsaturated ring, formed by 2, 3, 4, or 5 carbon atoms and 0, 1, or 2 oxygen atoms, each surrounded by 1 or 2 atoms selected from CO2R. e CONR b R h and CONR e SO2R a The group and 0 or 1 selected from R b R c R e and R f Substitution of groups.

[0274] According to the present invention, a preferred compound is a compound of formula (I), wherein Z is selected from a 5-member saturated or partially unsaturated ring, formed by 4 carbon atoms and 1 oxygen atom, each surrounded by m atoms selected from CO2R. e CONR b R h CONR eSO2R a R b R c R e and R f The group is substituted. More preferably, a 5-membered saturated or partially unsaturated ring is formed of 4 carbon atoms and 1 oxygen atom, wherein the ring is replaced by 1 or 2 groups selected from CO2R. e CONR b R h and CONR e SO2R a The group and 0 or 1 selected from R b R c R e and R f Substitution of groups.

[0275] The above is formed by 4 carbon atoms and 1 oxygen atom, each composed of m atoms selected from CO2R. e CONR b R h CONR e SO2R a R b R c R e and R f Representative examples of 5-membered saturated or partially unsaturated rings substituted with substituents are shown in the following structures, where arrows indicate bonds with any mentioned substituents:

[0276]

[0277] The above is formed by 4 carbon atoms and 1 oxygen atom, each composed of m atoms selected from CO2R. e CONR b R h CONR e SO2R a R b R c R e and R f Preferred examples of a 5-membered saturated or partially unsaturated ring substituted with a substituent are the following structures, where arrows indicate bonds with any mentioned substituents, preferably with CO2R. e The key:

[0278]

[0279] However, preferably, ring Z is a carbon ring. More specifically, Z is preferably composed of m rings selected from CO2R. e CONR b R h CONR e SO2R aR b R c R e and R f The group is substituted, preferably with one or two groups selected from CO2R e CONR b R h and CONR e SO2R a The group and 0 or 1 selected from R b R c R e and R f The group substituted with 3, 4, 5, 6 or 7 saturated or partially unsaturated carbon rings.

[0280] More preferably, Z is a group CO2R e The 3, 4, 5, 6 or 7 saturated or partially unsaturated carbon rings are replaced.

[0281] According to the present invention, an even more preferred compound is a compound of formula (I), wherein Z is selected from 5-member saturated or partially unsaturated carbon rings, which are formed by 5 carbon atoms, each surrounded by m atoms selected from CO2R. e CONR b R h CONR e SO2R a R b R c R e and R f The group is substituted. More preferably, Z is a 5-membered saturated or partially unsaturated carbon ring, wherein the ring is replaced by one or two groups selected from CO2R. e CONR b R h and CONR e SO2R a The group and 0 or 1 selected from R b R c R e and R f The group is substituted. Even more preferably, Z is a 5-member saturated or partially unsaturated carbon ring, wherein the ring is replaced by a single group CO2R. e Substitution. Specifically, Z is a 5-membered partially unsaturated carbon ring, wherein the ring is replaced by a single group CO2R. e replace.

[0282] The above is formed by 5 carbon atoms, each of which is composed of m atoms selected from CO2R. e CONR b R h CONR e SO2R a R b Rc R e and R f Representative examples of 5-membered saturated or partially unsaturated rings substituted with substituents are shown in the following structures, where arrows indicate bonds with any mentioned substituents:

[0283]

[0284] The above is formed by 5 carbon atoms, each of which is composed of m atoms selected from CO2R. e CONR b R h CONR e SO2R a R b R c R e and R f Preferred examples of a 5-membered saturated or partially unsaturated ring substituted with a substituent are the following structures, where arrows indicate bonds with any mentioned substituents, preferably with CO2R. e The key:

[0285]

[0286] Specifically, Z is selected from cyclopropyl, cyclobutyl, cyclopentyl, cyclopentenyl, cyclohexyl, cycloheptyl, and tetrahydrofuranyl, each of which is selected from CO2R. e CONR b R h CONR e SO2R a R b R c R e and R f The group is preferably composed of one or two groups selected from CO2R. e CONR b R h and CONR e SO2R a The group and 0 or 1 selected from R b R c R e and R f The ring is replaced by a group called CO2R. Specifically, the ring is replaced by a group called CO2R. e Substitution. More specifically, Z is selected from cyclopropyl, cyclobutyl, cyclopentyl, cyclopentenyl, cyclohexyl, and cycloheptyl, each separated by a CO2R group. e Substitution. Specifically, Z is cyclopentyl or cyclopentenyl, each of which is replaced by a CO2R group. e Substitution, very specifically, is the substitution by a single CO2R group. e Substituted cyclopentenyl group.

[0287] Preferred examples of Z.1-Z.5 are each substituted with m groups selected from the following: the above CO2R e CONR b R h S(O) n R a SO2NR b R d SO2NR b COR e COR b CONR e SO2R a NR b R e NR b COR e NR b CONR e R e NR b CO2R e NR b SO2R e NR b SO2NR b R e OCONR b R e OCSNR b R e POR f R f and C(R) b ) = NOR e R b R c R e and R f The structure is as follows, where arrow (1) indicates the bonding position with X, and arrows (2) and (3) indicate the bonds with any of the said substituents, particularly with CO2R. e CONR b R h CONR e SO2R a R b R c R e and R f The key:

[0288]

[0289] Among these, Z.3, Z.4, and Z.5 are preferred, especially Z.3 and Z.4; particularly Z.4. Preferably, only connection points / bonds (1) and (2) exist in the above structures Z.1-Z.5. Preferably, arrow (2) indicates a connection with CO2R. eThe key.

[0290] CO2R as a substituent on Z e As far as R is concerned, e Preferably hydrogen, C1-C6 alkyl or C3-C6 cycloalkyl, more preferably hydrogen or C1-C6 alkyl, even more preferably hydrogen or C1-C4 alkyl, especially C1-C4 alkyl.

[0291] In a preferred embodiment,

[0292] X is X 1 , where R 10 and R 11 Each is independently hydrogen or a C1-C6 alkyl group; and

[0293] Y is a C1-C8 alkyl, C3-C8 cycloalkyl, C2-C8 alkenyl, or C2-C8 alkynyl group, each substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano, hydroxyl, OR d , Z, OZ, NHZ, S(O) n R a SO2NR b R d SO2NR b COR e CO2R e CONR b R h COR b CONR e SO2R a NR b R e NR b COR e NR b CONR e R e NR b CO2R e NR b SO2R e NR b SO2NR b R e OCONR b R e OCSNR b R e POR f R f and C(R) b ) = NOR e .

[0294] More preferably,

[0295] X is a key or X1 , where R 10 and R 11 Each is independently hydrogen or methyl; and

[0296] Y is a C1-C4 alkyl group, and its abutment group is CO2R. e replace.

[0297] In this regard, R e Preferably hydrogen, C1-C6 alkyl or C3-C6 cycloalkyl, more preferably hydrogen or C1-C6 alkyl, even more preferably hydrogen or C1-C4 alkyl, especially C1-C4 alkyl.

[0298] In another preferred embodiment,

[0299] X is a key or X 1 , where R 10 and R 11 Each is independently hydrogen or methyl; and

[0300] Y is Z; and

[0301] Z is a 3, 4, 5, 6, or 7-member saturated or partially unsaturated ring, formed by r carbon atoms and n oxygen atoms, each substituted by m groups selected from the following: CO2R e CONR b R h CONR e SO2R a R b R c R e and R f .

[0302] In a specific embodiment of this preferred embodiment, X is a bond, and Z is a 4- or 5-member saturated or partially unsaturated ring formed by r carbon atoms and n oxygen atoms, each substituted by m groups selected from the following: CO2R e CONR b R h CONR e SO2R a R b R c R e and R f .

[0303] More preferably,

[0304] X is a key or X 1 , where R 10 and R 11 Each is independently hydrogen or methyl; and

[0305] Y is Z; and

[0306] Z is a 3, 4, 5, 6, or 7-member saturated or partially unsaturated ring, formed by 2, 3, 4, or 5 carbon atoms and 0, 1, or 2 oxygen atoms, each surrounded by 1 or 2 atoms selected from CO2R. e CONR b R h and CONR e SO2R a The group and 0 or 1 selected from R b R c R e and R f Substitution of groups.

[0307] In a more preferred embodiment, X is a bond, and Z is a 4- or 5-member saturated or partially unsaturated ring formed by 2, 3, 4, or 5 carbon atoms and 0, 1, or 2 oxygen atoms, each surrounded by 1 or 2 atoms selected from CO2R. e CONR b R h and CONR e SO2R a The group and 0 or 1 selected from R b R c R e and R f Substitution of groups.

[0308] Even more preferably,

[0309] X is a key or X 1 , where R 10 and R 11 Each is independently hydrogen or methyl; and

[0310] Y is Z; and

[0311] Z is a 3, 4, 5, 6, or 7-member saturated or partially unsaturated carbon ring, which is composed of one or two members selected from CO2R. e CONR b R h and CONR e SO2R a The group, preferably with one CO2R group e replace.

[0312] In a specific embodiment of this, or even more preferred, embodiment, X is a bond, and Z is a 4- or 5-member saturated or partially unsaturated carbon ring, which is composed of 1 or 2 carbon rings selected from CO2R. e CONR b R h and CONR e SO2R a The group, preferably with one CO2R groupe replace.

[0313] In particular,

[0314] X is a bond or CH2; and

[0315] Y is Z; and

[0316] Z is a 3, 4, 5, 6, or 7-member saturated or partially unsaturated carbon ring, which is bound by a single CO2R group. e replace.

[0317] In a specific embodiment of this particular implementation, X is a bond, and Z is a 4- or 5-membered saturated or partially unsaturated carbon ring bounded by a single CO2R group. e replace.

[0318] Specifically,

[0319] X is the key; and

[0320] Y is Z; and

[0321] Z is a 5-membered saturated or partially unsaturated carbon ring, bound by a single CO2R group. e Substitution; very specifically, the substituent group CO2R e The five-membered partially unsaturated carbon rings are replaced.

[0322] In this regard, R e Preferably hydrogen, C1-C6 alkyl or C3-C6 cycloalkyl, more preferably hydrogen or C1-C6 alkyl, even more preferably hydrogen or C1-C4 alkyl, especially C1-C4 alkyl.

[0323] The preferred compounds of the present invention are those of formula (I), wherein the substituents have the following meanings:

[0324] R 1 It is hydrogen, C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C2-C3 alkenyl, C2-C3 alkynyl, C1-C3 alkoxy-C1-C3 alkyl, C1-C3 alkoxy, preferably hydrogen, C1-C3 alkyl or C3-C4 cycloalkyl, more preferably hydrogen;

[0325] R 2 It is hydrogen;

[0326] R 3 It is halogen, cyano, C1-C3 alkyl, preferably fluorine or chlorine;

[0327] R 4 It can be hydrogen or fluorine, with hydrogen being preferred;

[0328] R 5 It is halogen, cyano, C1-C3 alkyl, preferably fluorine or chlorine;

[0329] R 6 It is hydrogen;

[0330] R 7 and R 8 Together with the carbon atoms they are bonded to, they form saturated or partially unsaturated 3-8 member monocyclic or bicyclic carbon rings W, one of which has p oxo groups and is bounded by n groups R. g replace;

[0331] R 9 It is hydrogen;

[0332] X is the key;

[0333] Y is Z;

[0334] Z is a 3, 4, 5, or 6-membered saturated, partially unsaturated, fully unsaturated, or aromatic ring, excluding phenyl groups, and is formed by r carbon atoms, n nitrogen atoms, n sulfur atoms, and n oxygen atoms, substituted by m groups selected from the following: CO2R e CONR b R h CONR e SO2R a R b R c R e and R f Furthermore, the sulfur and carbide ring atoms in this structure have n oxo groups;

[0335] R a It is a C1-C6 alkyl or C3-C6 cycloalkyl, each of which is substituted by m groups selected from the following groups: fluorine, chlorine, bromine, iodine, cyano, hydroxyl, C1-C3 alkoxy;

[0336] R b It is hydrogen, C1-C6 alkyl or C3-C6 cycloalkyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano and hydroxyl;

[0337] R c The groups are fluorine, chlorine, bromine, iodine, cyanide, hydroxyl, and S(O). n R a Or C1-C6 alkoxy, C3-C6 alkenoxy or C3-C6 alkynoxy, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano and C1-C2 alkoxy;

[0338] R dIt is hydrogen or C1-C6 alkyl, C3-C6 cycloalkyl, C2-C4 alkenyl, phenyl-C1-C3 alkyl or C2-C4 alkynyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano, C1-C2 alkoxy, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl and C1-C3 alkylthio;

[0339] R e Having R d One of the given meanings;

[0340] R f It is a C1-C3 alkyl or C1-C3 alkoxy;

[0341] R g The groups are halogen, nitro, hydroxy, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, and C1-C3 alkylsulfonyl.

[0342] R h It is hydrogen or C1-C6 alkyl, C1-C2 alkoxy, C3-C6 cycloalkyl, C2-C4 alkenyl, C1-C6 alkoxycarbonyl-C1-C6 alkyl or C2-C4 alkynyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano and C1-C2 alkoxy;

[0343] r is 1, 2, 3, 4, 5, or 6;

[0344] n can be 0, 1, or 2 independently;

[0345] m can be 0, 1, 2, 3, 4 or 5 independently;

[0346] p is 0 or 1.

[0347] A further preferred compound of the present invention is a compound of formula (I), wherein the substituents have the following meanings:

[0348] R 1 It is hydrogen, C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C2-C3 alkenyl, C2-C3 alkynyl, C1-C3 alkoxy-C1-C3 alkyl, C1-C3 alkoxy, preferably hydrogen, C1-C3 alkyl or C3-C4 cycloalkyl, more preferably hydrogen;

[0349] R 2 It is hydrogen;

[0350] R 3 It is halogen, cyano, C1-C3 alkyl, preferably fluorine or chlorine;

[0351] R 4 It can be hydrogen or fluorine, with hydrogen being preferred;

[0352] R 5 It is halogen, cyano, C1-C3 alkyl, preferably fluorine or chlorine;

[0353] R 6 It is hydrogen;

[0354] R 7 and R 8 Together with the carbon atoms they are bonded to, they form saturated or partially unsaturated 3-8 member monocyclic or bicyclic carbon rings W, one of which has p oxo groups and is bounded by n groups R. g replace;

[0355] R 9 It is hydrogen;

[0356] X is the key;

[0357] Y is Z;

[0358] Z is a 3, 4, 5, or 6-member saturated, partially unsaturated, completely unsaturated, or aromatic ring, excluding phenyl groups, and is formed by r carbon atoms, n nitrogen atoms, n sulfur atoms, and n oxygen atoms, and is selected from m atoms of CO2R. e The groups are substituted, and the sulfur atom and the carbon atom are equipped with n oxo groups;

[0359] R d It is hydrogen or C1-C6 alkyl, C3-C6 cycloalkyl, C2-C4 alkenyl, phenyl-C1-C3 alkyl or C2-C4 alkynyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano, C1-C2 alkoxy, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl and C1-C3 alkylthio;

[0360] R e R d ;

[0361] R g The groups are halogen, nitro, hydroxy, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, and C1-C3 alkylsulfonyl.

[0362] r is 1, 2, 3, 4, 5, or 6;

[0363] n is 0, 1, or 2;

[0364] m can be 0, 1, 2, 3, 4, or 5;

[0365] p is 0 or 1.

[0366] A further preferred compound of the present invention is a compound of formula (I), wherein the substituents have the following meanings:

[0367] R 1 It is hydrogen, C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C2-C3 alkenyl, C2-C3 alkynyl, C1-C3 alkoxy-C1-C3 alkyl, C1-C3 alkoxy, preferably hydrogen, C1-C3 alkyl or C3-C4 cycloalkyl, more preferably hydrogen;

[0368] R 2 It is hydrogen;

[0369] R 3 It is halogen, cyano, C1-C3 alkyl, preferably fluorine or chlorine;

[0370] R 4 It can be hydrogen or halogen, preferably hydrogen;

[0371] R 5 It is halogen, cyano, C1-C3 alkyl, preferably fluorine or chlorine;

[0372] R 6 It is hydrogen;

[0373] R 7 and R 8 Together with the carbon atoms they are bonded to, they form saturated or partially unsaturated 3-8 member monocyclic or bicyclic carbon rings W, one of which has p oxo groups and is bounded by n groups R. g replace;

[0374] R 9 It is hydrogen;

[0375] X is the key;

[0376] Y is Z;

[0377] Z is a 5-membered saturated, partially unsaturated, or fully unsaturated carbon ring, substituted by m groups selected from the following: CO2R e CONR b R h CONR e SO2R a R b Rc R e and R f ;

[0378] R a It is a C1-C6 alkyl, C2-C4 alkenyl or C3-C6 cycloalkyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano, hydroxyl, C1-C3 alkoxy;

[0379] R b It is hydrogen, C1-C6 alkyl or C3-C6 cycloalkyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano and hydroxyl;

[0380] R c The groups are fluorine, chlorine, bromine, iodine, cyanide, hydroxyl, and S(O). n R a Or C1-C6 alkoxy, C3-C6 alkenoxy or C3-C6 alkynoxy, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano and C1-C2 alkoxy;

[0381] R d It is hydrogen or C1-C6 alkyl, C3-C6 cycloalkyl, C2-C4 alkenyl, phenyl-C1-C3 alkyl or C2-C4 alkynyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano, C1-C2 alkoxy, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl and C1-C3 alkylthio;

[0382] R e R d ;

[0383] R f It is a C1-C3 alkyl or C1-C3 alkoxy;

[0384] R g The groups are halogen, nitro, hydroxy, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, and C1-C3 alkylsulfonyl.

[0385] R hIt is hydrogen or C1-C6 alkyl, C1-C2 alkoxy, C3-C6 cycloalkyl, C2-C4 alkenyl, C1-C6 alkoxycarbonyl-C1-C6 alkyl or C2-C4 alkynyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano and C1-C2 alkoxy;

[0386] m can be 0, 1, 2, or 3;

[0387] n is 0, 1, or 2;

[0388] p is 0 or 1.

[0389] A further preferred compound of the present invention is a compound of formula (I), wherein the substituents have the following meanings:

[0390] R 1 It is hydrogen, C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C2-C3 alkenyl, C2-C3 alkynyl, C1-C3 alkoxy-C1-C3 alkyl, C1-C3 alkoxy, preferably hydrogen, C1-C3 alkyl or C3-C4 cycloalkyl, more preferably hydrogen;

[0391] R 2 It is hydrogen;

[0392] R 3 It is halogen, cyano, C1-C3 alkyl, preferably fluorine or chlorine;

[0393] R 4 It can be hydrogen or fluorine, with hydrogen being preferred;

[0394] R 5 It is halogen, cyano, C1-C3 alkyl, preferably fluorine or chlorine;

[0395] R 6 It is hydrogen;

[0396] R 7 and R 8 Together with the carbon atoms they are bonded to, they form saturated or partially unsaturated 3-8 member monocyclic or bicyclic carbocyclic rings W, where one carbon atom carries p oxo groups and is bounded by n groups R. g replace;

[0397] R 9 It is hydrogen;

[0398] X is the key;

[0399] Y is Z;

[0400] Z is a 5-member saturated, partially unsaturated, or fully unsaturated carbon ring, with m members selected from CO2R. e and R b Substitution of groups;

[0401] R b It is hydrogen or C1-C6 alkyl or C3-C6 cycloalkyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano and hydroxyl;

[0402] R d It is hydrogen or C1-C6 alkyl, C3-C6 cycloalkyl, C2-C4 alkenyl, phenyl-C1-C3 alkyl or C2-C4 alkynyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano, C1-C2 alkoxy, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl and C1-C3 alkylthio;

[0403] R e R d ;

[0404] R g The groups are halogen, nitro, hydroxy, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, and C1-C3 alkylsulfonyl.

[0405] m is 0, 1, or 2;

[0406] n is 0, 1, or 2;

[0407] p is 0 or 1.

[0408] A further preferred compound of the present invention is a compound of formula (I), wherein the substituents have the following meanings:

[0409] R 1 It is hydrogen, C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C2-C3 alkenyl, C2-C3 alkynyl, C1-C3 alkoxy-C1-C3 alkyl, C1-C3 alkoxy, preferably hydrogen, C1-C3 alkyl or C3-C4 cycloalkyl, more preferably hydrogen;

[0410] R 2 It is hydrogen;

[0411] R 3 It is halogen, cyano, C1-C3 alkyl, preferably fluorine or chlorine;

[0412] R 4 It can be hydrogen or fluorine, with hydrogen being preferred;

[0413] R 5It is halogen, cyano, C1-C3 alkyl, preferably fluorine or chlorine;

[0414] R 6 It is hydrogen;

[0415] R 7 and R 8 Together with the carbon atoms they are bonded to, they form saturated or partially unsaturated 3-8 member monocyclic or bicyclic carbon rings W, one of which has p oxo groups and is bounded by n groups R. g replace;

[0416] R 9 It is hydrogen;

[0417] X is the key;

[0418] Y is a C1-C8 alkyl, C3-C8 cycloalkyl, C2-C8 alkenyl, or C2-C8 alkynyl group, each being m groups selected from fluorine and CO2R. e Substitution of groups;

[0419] R d It is hydrogen or C1-C6 alkyl, C3-C6 cycloalkyl, C2-C4 alkenyl, phenyl-C1-C3 alkyl or C2-C4 alkynyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano, C1-C2 alkoxy, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl and C1-C3 alkylthio;

[0420] R e R d ;

[0421] R g The groups are halogen, nitro, hydroxy, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, and C1-C3 alkylsulfonyl.

[0422] m is 0, 1, or 2;

[0423] n is 0, 1, or 2;

[0424] p is 0 or 1.

[0425] A further preferred compound of the present invention is a compound of formula (I), wherein the substituents have the following meanings:

[0426] R 1It is hydrogen, C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C2-C3 alkenyl, C2-C3 alkynyl, C1-C3 alkoxy-C1-C3 alkyl, C1-C3 alkoxy, preferably hydrogen, C1-C3 alkyl or C3-C4 cycloalkyl, more preferably hydrogen;

[0427] R 2 It is hydrogen;

[0428] R 3 It is halogen, cyano, C1-C3 alkyl, preferably fluorine or chlorine;

[0429] R 4 It can be hydrogen or fluorine, with hydrogen being preferred;

[0430] R 5 It is halogen, cyano, C1-C3 alkyl, preferably fluorine or chlorine;

[0431] R 6 It is hydrogen;

[0432] R 7 and R 8 Together with the carbon atoms they are bonded to, they form saturated or partially unsaturated 3-8 member monocyclic or bicyclic carbocyclic rings W, where one carbon atom carries p oxo groups and is bounded by n groups R. g replace;

[0433] R 9 It is hydrogen;

[0434] X is the key;

[0435] Y is a C1-C8 alkyl, C3-C8 cycloalkyl, C2-C8 alkenyl, or C2-C8 alkynyl group, each substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano, hydroxyl, OR d , Z, OZ, NHZ, S(O) n R a SO2NR b R d SO2NR b COR e CO2R e CONR b R h COR b CONR e SO2R a NR b R e NR b COR e NR b CONR e R e NR bCO2R e NR b SO2R e NR b SO2NR b R e OCONR b R e OCSNR b R e POR f R f and C(R) b ) = NOR e ;

[0436] Z is a 3, 4, 5, or 6-membered saturated, partially unsaturated, fully unsaturated, or aromatic ring, excluding phenyl groups, and is formed by r carbon atoms, n nitrogen atoms, n sulfur atoms, and n oxygen atoms, substituted by m groups selected from the following: CO2R e CONR b R h CONR e SO2R a R b R c R e and R f Furthermore, the sulfur and carbon atoms in this structure have n oxy groups;

[0437] R a It is a C1-C6 alkyl or C3-C6 cycloalkyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano and hydroxyl;

[0438] R b It is hydrogen, C1-C6 alkyl or C3-C6 cycloalkyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano and hydroxyl;

[0439] R c The groups are fluorine, chlorine, bromine, iodine, cyanide, hydroxyl, and S(O). n R a Or C1-C6 alkoxy, C3-C6 alkenoxy or C3-C6 alkynoxy, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano and C1-C2 alkoxy;

[0440] R d It is hydrogen or C1-C6 alkyl, C3-C6 cycloalkyl, C2-C4 alkenyl, phenyl-C1-C3 alkyl or C2-C4 alkynyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano, C1-C2 alkoxy, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl and C1-C3 alkylthio;

[0441] R e R d ;

[0442] R f It is a C1-C3 alkyl or C1-C3 alkoxy;

[0443] R g The groups are halogen, nitro, hydroxy, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, and C1-C3 alkylsulfonyl.

[0444] R h It is hydrogen or C1-C6 alkyl, C1-C2 alkoxy, C3-C6 cycloalkyl, C2-C4 alkenyl, C1-C6 alkoxycarbonyl-C1-C6 alkyl or C2-C4 alkynyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano and C1-C2 alkoxy;

[0445] r is 1, 2, 3, 4, 5, or 6;

[0446] n is 0, 1, or 2;

[0447] m can be 0, 1, 2, 3, 4, or 5;

[0448] p is 0 or 1.

[0449] A further preferred compound of the present invention is a compound of formula (I), wherein the substituents have the following meanings:

[0450] R 1 It can be hydrogen, C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkoxy-C1-C3 alkyl, C1-C3 alkoxy, or C1-C3 haloalkoxy.

[0451] R 2 It can be hydrogen, halogen, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, or C1-C3 haloalkoxy.

[0452] R 3It can be hydrogen, halogen, nitro, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl;

[0453] R 4 It can be hydrogen, halogen, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, C3-C4 halocycloalkyl, C1-C3 haloalkoxy, C2-C3 haloalkenyl, or C2-C3 haloalkynyl.

[0454] R 5 It can be hydrogen, halogen, nitro, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl;

[0455] R 6 It can be hydrogen, halogen, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, or C1-C3 haloalkoxy.

[0456] R 7 and R 8 Together with the carbon atoms they are bonded to, they form a saturated or partially unsaturated 4-5 member monocyclic carbon ring W, which is bound by n groups R. g replace;

[0457] R 9 It can be hydrogen, C1-C6 alkyl, C3-C4 cycloalkyl, C1-C6 haloalkyl, C1-C3 alkoxy-C1-C3 alkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalynyl, C1-C6 alkoxy, C1-C6 haloalkoxy, or C1-C3 alkoxy-C1-C3 alkoxy.

[0458] X is the key (X 0 () or selected from the following divalent units: (X) 1 ), (X 2 ), (X 3 ), (X 4 ), (X5 ) and (X 6 ):

[0459]

[0460] R 10 -R 15 Each of these can be independently represented as hydrogen, fluorine, chlorine, bromine, iodine, hydroxyl, cyanide, or CO2R. e CONR b R d R a Or C1-C6 alkyl, C3-C5 cycloalkyl, C2-C6 alkenyl, C2-C6 alkynyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, hydroxyl and cyano; or C1-C6 alkoxy, C3-C6 cycloalkoxy, C3-C6 alkenyloxy or C3-C6 alkynyloxy, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano and C1-C2 alkoxy;

[0461] Y represents hydrogen, cyano, hydroxyl, or Z.

[0462] Or C1-C 12 Alkyl, C3-C8 cycloalkyl, C2-C 12 Alkenyl or C2-C 12 The alkynyl group is substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano, hydroxyl, OR d , Z, OZ, NHZ, S(O) n R a SO2NR b R d SO2NR b COR e CO2R e CONR b R h COR b CONR e SO2R a NR b R e NR b COR e NR b CONR e R e NR b CO2R e NR b SO2R e NR b SO2NR b R e OCONR b R eOCSNR b R e POR f R f and C(R) b ) = NOR e ;

[0463] Z is a 3, 4, 5, or 6-membered saturated, partially unsaturated, fully unsaturated, or aromatic ring, excluding phenyl groups, and is formed by r carbon atoms, n nitrogen atoms, n sulfur atoms, and n oxygen atoms, and is substituted by m groups selected from the following: CO2R e CONR b R h S(O) n R a SO2NR b R d SO2NR b COR e COR b CONR e SO2R a NR b R e NR b COR e NR b CONR e R e NR b CO2R e NR b SO2R e NR b SO2NR b R e OCONR b R e OCSNR b R e POR f R f and C(R) b ) = NOR e R b R c R e and R f Furthermore, the sulfur and carbon atoms in this structure have n oxy groups;

[0464] R a It is a C1-C6 alkyl or C3-C6 cycloalkyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano and hydroxyl;

[0465] R b For hydrogen or R a ;

[0466] R c The groups are fluorine, chlorine, bromine, iodine, cyanide, hydroxyl, and S(O). n R a Or C1-C6 alkoxy, C3-C6 alkenoxy or C3-C6 alkynoxy, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano and C1-C2 alkoxy;

[0467] R d It is hydrogen or C1-C6 alkyl, C3-C6 cycloalkyl, C2-C4 alkenyl, phenyl-C1-C3 alkyl or C2-C4 alkynyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano, C1-C2 alkoxy, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl and C1-C3 alkylthio;

[0468] R e R d ;

[0469] R f It is a C1-C3 alkyl or C1-C3 alkoxy;

[0470] R g The groups are halogen, nitro, hydroxy, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, and C1-C3 alkylsulfonyl.

[0471] R h It is hydrogen or C1-C6 alkyl, C1-C2 alkoxy, C3-C6 cycloalkyl, C2-C4 alkenyl, C1-C6 alkoxycarbonyl-C1-C6 alkyl or C2-C4 alkynyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano and C1-C2 alkoxy;

[0472] m can be 0, 1, 2, 3, 4, or 5;

[0473] n is 0, 1, or 2;

[0474] r can be 1, 2, 3, 4, 5, or 6.

[0475] A further preferred compound of the present invention is a compound of formula (I), wherein the substituents have the following meanings:

[0476] R 1It can be hydrogen, C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkoxy-C1-C3 alkyl, C1-C3 alkoxy, or C1-C3 haloalkoxy.

[0477] R 2 It can be hydrogen, halogen, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, or C1-C3 haloalkoxy.

[0478] R 3 It can be hydrogen, halogen, nitro, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl;

[0479] R 4 It can be hydrogen, halogen, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, C3-C4 halocycloalkyl, C1-C3 haloalkoxy, C2-C3 haloalkenyl, or C2-C3 haloalkynyl.

[0480] R 5 It can be hydrogen, halogen, nitro, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl;

[0481] R 6 It can be hydrogen, halogen, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, or C1-C3 haloalkoxy.

[0482] R 7 and R 8 Together with the carbon atoms they are bonded to, they form a saturated or partially unsaturated 4-5 member monocyclic carbon ring W, which is bound by n groups R. g replace;

[0483] R 9It can be hydrogen, C1-C6 alkyl, C3-C4 cycloalkyl, C1-C6 haloalkyl, C1-C3 alkoxy-C1-C3 alkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalynyl, C1-C6 alkoxy, C1-C6 haloalkoxy, or C1-C3 alkoxy-C1-C3 alkoxy.

[0484] X is the key;

[0485] Y is Z, or C1-C8 alkyl, C3-C8 cycloalkyl, C2-C8 alkenyl, or C2-C8 ynyl, each of which is substituted by m groups selected from the following: fluorine, CONR e SO2R a and CO2R e ;

[0486] Z is a 4-5 member saturated or partially unsaturated ring, formed by r carbon atoms and n oxygen atoms, and substituted by m groups selected from the following: CO2R e CONR b R h CONR e SO2R a R b R c R e and R f ;

[0487] R a It is a C1-C6 alkyl or C3-C6 cycloalkyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano and hydroxyl;

[0488] R b It is hydrogen, or a C1-C6 alkyl or C3-C6 cycloalkyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano and hydroxyl;

[0489] R c The groups are fluorine, chlorine, bromine, iodine, cyanide, hydroxyl, and S(O). n R a Or C1-C6 alkoxy, C3-C6 alkenoxy or C3-C6 alkynoxy, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano and C1-C2 alkoxy;

[0490] R d It is hydrogen or C1-C6 alkyl, C3-C6 cycloalkyl, C2-C4 alkenyl, phenyl-C1-C3 alkyl or C2-C4 alkynyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano, C1-C2 alkoxy, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl and C1-C3 alkylthio;

[0491] R e R d ;

[0492] R f It is a C1-C3 alkyl or C1-C3 alkoxy;

[0493] R g The groups are halogen, nitro, hydroxy, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, and C1-C3 alkylsulfonyl.

[0494] R h It is hydrogen or C1-C6 alkyl, C1-C2 alkoxy, C3-C6 cycloalkyl, C2-C4 alkenyl, C1-C6 alkoxycarbonyl-C1-C6 alkyl or C2-C4 alkynyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano and C1-C2 alkoxy;

[0495] m can be 0, 1, 2, 3, 4, or 5;

[0496] n is 0, 1, or 2;

[0497] r can be 1, 2, 3, 4 or 5.

[0498] A further preferred compound of the present invention is a compound of formula (I), wherein the substituents have the following meanings:

[0499] R 1 It can be hydrogen, C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkoxy-C1-C3 alkyl, C1-C3 alkoxy, or C1-C3 haloalkoxy.

[0500] R 2 It can be hydrogen, halogen, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, or C1-C3 haloalkoxy.

[0501] R 3It can be hydrogen, halogen, nitro, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl;

[0502] R 4 It can be hydrogen, halogen, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, C3-C4 halocycloalkyl, C1-C3 haloalkoxy, C2-C3 haloalkenyl, or C2-C3 haloalkynyl.

[0503] R 5 It can be hydrogen, halogen, nitro, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl;

[0504] R 6 It can be hydrogen, halogen, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, or C1-C3 haloalkoxy.

[0505] R 7 and R 8 Together with the carbon atoms they are bonded to, they form a saturated or partially unsaturated 4-5 member monocyclic carbon ring W, which is bound by n groups R. g replace;

[0506] R 9 It can be hydrogen, C1-C6 alkyl, C3-C4 cycloalkyl, C1-C6 haloalkyl, C1-C3 alkoxy-C1-C3 alkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalynyl, C1-C6 alkoxy, C1-C6 haloalkoxy, or C1-C3 alkoxy-C1-C3 alkoxy.

[0507] X is the key;

[0508] Y is Z;

[0509] Z is a 4-5 member saturated or partially unsaturated ring, formed by r carbon atoms and n oxygen atoms, and substituted by m groups selected from the following: CO2R e CONR b R h CONR e SO2R a R b R c R e and R f ;

[0510] R a It is a C1-C6 alkyl or C3-C6 cycloalkyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano and hydroxyl;

[0511] R b It is hydrogen, or a C1-C6 alkyl or C3-C6 cycloalkyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano and hydroxyl;

[0512] R c The groups are fluorine, chlorine, bromine, iodine, cyanide, hydroxyl, and S(O). n R a Or C1-C6 alkoxy, C3-C6 alkenoxy or C3-C6 alkynoxy, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano and C1-C2 alkoxy;

[0513] R d It is hydrogen or C1-C6 alkyl, C3-C6 cycloalkyl, C2-C4 alkenyl, phenyl-C1-C3 alkyl or C2-C4 alkynyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano, C1-C2 alkoxy, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl and C1-C3 alkylthio;

[0514] R e R d ;

[0515] R f It is a C1-C3 alkyl or C1-C3 alkoxy;

[0516] R g The groups are halogen, nitro, hydroxy, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, and C1-C3 alkylsulfonyl.

[0517] R h It is hydrogen or C1-C6 alkyl, C1-C2 alkoxy, C3-C6 cycloalkyl, C2-C4 alkenyl, C1-C6 alkoxycarbonyl-C1-C6 alkyl or C2-C4 alkynyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano and C1-C2 alkoxy;

[0518] m can be 0, 1, 2, 3, 4, or 5;

[0519] n is 0, 1, or 2;

[0520] r can be 1, 2, 3, 4 or 5.

[0521] A further preferred compound of the present invention is a compound of formula (I), wherein the substituents have the following meanings:

[0522] R 1 It can be hydrogen, C1-C3 alkyl, C3-C4 cycloalkyl, C1-C3 haloalkyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkoxy-C1-C3 alkyl, C1-C3 alkoxy, or C1-C3 haloalkoxy.

[0523] R 2 It can be hydrogen, halogen, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, or C1-C3 haloalkoxy.

[0524] R 3 It can be hydrogen, halogen, nitro, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl;

[0525] R 4 It can be hydrogen, halogen, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, C3-C4 halocycloalkyl, C1-C3 haloalkoxy, C2-C3 haloalkenyl, or C2-C3 haloalkynyl.

[0526] R 5It can be hydrogen, halogen, nitro, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl;

[0527] R 6 It can be hydrogen, halogen, hydroxyl, cyano, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy, or C1-C3 haloalkoxy.

[0528] R 7 and R 8 Together with the carbon atoms they are bonded to, they form a saturated or partially unsaturated 4-5 member monocyclic carbon ring W, which is bound by n groups R. g replace;

[0529] R 9 It can be hydrogen, C1-C6 alkyl, C3-C4 cycloalkyl, C1-C6 haloalkyl, C1-C3 alkoxy-C1-C3 alkyl, C2-C6 alkenyl, C2-C6 haloalkenyl, C2-C6 alkynyl, C2-C6 haloalynyl, C1-C6 alkoxy, C1-C6 haloalkoxy, or C1-C3 alkoxy-C1-C3 alkoxy.

[0530] X is the key;

[0531] Y is C1-C 12 Alkyl, C3-C8 cycloalkyl, C2-C 12 Alkenyl or C2-C 12 The alkynyl group is substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano, hydroxyl, OR d , Z, OZ, NHZ, S(O) n R a SO2NR b R d SO2NR b COR e CO2R e CONR b R h COR b CONR e SO2R a NR b R e NR b COR e NR bCONR e R e NR b CO2R e NR b SO2R e NR b SO2NR b R e OCONR b R e OCSNR b R e POR f R f and C(R) b ) = NOR e ;

[0532] Z is a 3, 4, 5, or 6-membered saturated, partially unsaturated, fully unsaturated, or aromatic ring, excluding phenyl groups, and is formed by r carbon atoms, n nitrogen atoms, n sulfur atoms, and n oxygen atoms, and is substituted by m groups selected from the following: CO2R e CONR b R h CONR e SO2R a R b R c R e and R f Furthermore, the sulfur and carbon atoms in this structure have n oxy groups;

[0533] R a It is a C1-C6 alkyl or C3-C6 cycloalkyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, iodine, cyano and hydroxyl;

[0534] R b For hydrogen or R a ;

[0535] R c The groups are fluorine, chlorine, bromine, iodine, cyanide, hydroxyl, and S(O). n R a Or C1-C6 alkoxy, C3-C6 alkenoxy or C3-C6 alkynoxy, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano and C1-C2 alkoxy;

[0536] R d It is hydrogen or C1-C6 alkyl, C3-C6 cycloalkyl, C2-C4 alkenyl, phenyl-C1-C3 alkyl or C2-C4 alkynyl, each of which is substituted by m groups selected from the following: fluorine, chlorine, bromine, cyano, C1-C2 alkoxy, C1-C3 alkylsulfinyl, C1-C3 alkylsulfonyl and C1-C3 alkylthio;

[0537] R e R d ;

[0538] R f It is a C1-C3 alkyl or C1-C3 alkoxy;

[0539] R g The groups are halogen, nitro, hydroxy, cyano, C1-C3 alkyl, C1-C3 haloalkyl, hydroxy-C1-C3 alkyl, C3-C5 cycloalkyl, C3-C5 halocycloalkyl, hydroxy-C3-C5 cycloalkyl, C1-C3 alkoxy, C1-C3 haloalkoxy, C1-C3 alkoxycarbonyl, C2-C3 alkenyl, C2-C3 haloalkenyl, C2-C3 alkynyl, C2-C3 haloalkynyl, C1-C3 alkylthio, C1-C3 alkylsulfinyl, and C1-C3 alkylsulfonyl.

[0540] R h It is hydrogen or C1-C6 alkyl, C1-C2 alkoxy, C3-C6 cycloalkyl, C2-C4 alkenyl, C1-C6 alkoxycarbonyl-C1-C6 alkyl or C2-C4 alkynyl, each of which is selected by m groups from the group consisting of 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19 ...

[0541] Substitution of the following groups: fluorine, chlorine, bromine, cyano, and C1-C2 alkoxy;

[0542] m can be 0, 1, 2, 3, 4, or 5;

[0543] n is 0, 1, or 2;

[0544] p is 0 or 1;

[0545] r can be 1, 2, 3, 4, 5, or 6.

[0546] However, the preferred compound of the present invention is the compound of formula (I), wherein the substituents have the following meanings:

[0547] R 1 It is hydrogen;

[0548] R 2 It is hydrogen;

[0549] R 3 It can be hydrogen, halogen, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy or C1-C3 haloalkoxy;

[0550] R 4 It is hydrogen;

[0551] R 5 It is hydrogen or halogen;

[0552] R 6 It is hydrogen;

[0553] R 7 and R 8 Together with the carbon atoms they are bonded to, they form saturated or partially unsaturated 3, 4, or 5-member monocyclic carbon rings W;

[0554] R 9 It is hydrogen;

[0555] X is a bond or group (X 1 ), where R 10 and R 11 Each can be either hydrogen or methyl;

[0556] Y is Z, or is surrounded by the CO2R group. e Substituted C1-C8 alkyl groups;

[0557] Z is a 3, 4, 5, 6, or 7-membered saturated or partially unsaturated carbon ring, surrounded by the CO2R group. e replace;

[0558] R e It is hydrogen or C1-C4 alkyl.

[0559] In a more preferred embodiment, X is a key, and Z is 4 or 5 members.

[0560] Specifically, the compounds of the present invention are compounds of formula (I), and the substituents have the following meanings:

[0561] R 1 It is hydrogen;

[0562] R 2 It is hydrogen;

[0563] R 3 It can be hydrogen, halogen, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy or C1-C3 haloalkoxy;

[0564] R 4 It is hydrogen;

[0565] R 5 It is hydrogen or halogen;

[0566] R 6 It is hydrogen;

[0567] R 7 and R 8 Together with the carbon atoms they are bonded to, they form saturated or partially unsaturated 3, 4, or 5-member monocyclic carbon rings W;

[0568] R 9 It is hydrogen;

[0569] X is the key; or if Y is Z, it can also be X.1 , where R 10 and R 11 Each can be independently hydrogen or methyl, preferably hydrogen;

[0570] Y is Z, or is surrounded by the CO2R group. e Replacement C(R) 101 (R) 111 )-C1-C4 alkyl;

[0571] Z is a 3, 4, 5, 6, or 7-membered saturated or partially unsaturated carbon ring, surrounded by the CO2R group. e replace;

[0572] R e It is hydrogen or C1-C6 alkyl; and

[0573] R 101 and R 111 One of them is hydrogen and the other is either hydrogen or methyl.

[0574] In a specific implementation of this particular embodiment, X is a key, and Z is 4 or 5 members.

[0575] In other words, specifically

[0576] R 1 It is hydrogen;

[0577] R 2 It is hydrogen;

[0578] R 3 It can be hydrogen, halogen, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy or C1-C3 haloalkoxy;

[0579] R 4 It is hydrogen;

[0580] R 5 It is hydrogen or halogen;

[0581] R 6 It is hydrogen;

[0582] R 7 and R 8 Together with the carbon atoms they are bonded to, they form saturated or partially unsaturated 3, 4, or 5-member monocyclic carbon rings W;

[0583] R 9 It is hydrogen;

[0584] X is the key; and Y is Z; or

[0585] X is X 1 , where R 10 and R 11Each is independently hydrogen or methyl, preferably hydrogen; and Y is Z; or

[0586] X is X 1 , where R 10 and R 11 One of them is hydrogen and the other is hydrogen or methyl; and Y is a CO2R group. e Substituted C1-C4 alkyl groups; or

[0587] X is a bond; and Y is a subunit CO2R. e Substituted C1-C4 alkyl groups;

[0588] Z is a 3, 4, 5, 6, or 7-membered saturated or partially unsaturated carbon ring, surrounded by the CO2R group. e Replace; and

[0589] R e It is hydrogen or C1-C4 alkyl.

[0590] In the specific implementation of this replacement special implementation scheme, Z is 5 members.

[0591] Specifically, the compounds of the present invention are compounds of formula (I), and the substituents have the following meanings:

[0592] R 1 It is hydrogen;

[0593] R 2 It is hydrogen;

[0594] R 3 It can be hydrogen, halogen, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy or C1-C3 haloalkoxy;

[0595] R 4 It is hydrogen;

[0596] R 5 It is hydrogen or halogen;

[0597] R 6 It is hydrogen;

[0598] R 7 and R 8 Together with the carbon atoms they are bonded to, they form saturated or partially unsaturated 3, 4, or 5-member monocyclic carbon rings W;

[0599] R 9 It is hydrogen;

[0600] X is the key;

[0601] Y is Z, or is surrounded by the CO2R group. e Replacement C(R) 101 (R) 111 )-C1-C4 alkyl;

[0602] Z is a 5-membered partially unsaturated carbon ring, surrounded by the CO2R group. e replace;

[0603] R e It is a C1-C4 alkyl group; and

[0604] R 101 and R 111 One is hydrogen and the other is methyl.

[0605] In other words, specifically

[0606] R 1 It is hydrogen;

[0607] R 2 It is hydrogen;

[0608] R 3 It can be hydrogen, halogen, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy or C1-C3 haloalkoxy;

[0609] R 4 It is hydrogen;

[0610] R 5 It is hydrogen or halogen;

[0611] R 6 It is hydrogen;

[0612] R 7 and R 8 Together with the carbon atoms they are bonded to, they form saturated or partially unsaturated 3, 4, or 5-member monocyclic carbon rings W;

[0613] R 9 It is hydrogen;

[0614] X is the key; and Y is Z; or

[0615] X is X 1 , where R 10 and R 11 One is hydrogen and the other is methyl; and Y is a CO2R group. e Substituted C1-C4 alkyl groups;

[0616] Z is a 5-membered partially unsaturated carbon ring, surrounded by the CO2R group. e Replace; and

[0617] R e It is a C1-C4 alkyl group.

[0618] Further preferred embodiments (II-I.IV) of the compound of formula (I) are the following compounds, wherein (II): R 1 R9 For hydrogen:

[0619]

[0620] (I.II): R 1 For hydrogen, R 9 Methyl:

[0621]

[0622] (I.III): R 1 Methyl, R 9 Methyl:

[0623]

[0624] (I.IV): R 1 Methyl, R 9 For hydrogen:

[0625]

[0626] Particularly preferred compound (IIa), wherein R 1 R 2 R 6 and R 9 For hydrogen:

[0627]

[0628] Compound of formula (IIb) is also particularly preferred, wherein R 1 R 2 R 4 R 6 and R 9 For hydrogen:

[0629]

[0630] Particularly preferred compounds (IIc), wherein R 1 R 2 R 6 and R 9 Hydrogen, X is a bond (X 0 And Y is Z:

[0631]

[0632] Also particularly preferred are compounds of formula (IId), wherein R 1 R 2 R 4 R 6 and R 9 Hydrogen, X is a bond (X 0 And Y is Z:

[0633]

[0634] Compounds of formula (I.II.a.) are particularly preferred, wherein R 1 R 2 R 6 It is hydrogen and R 9 Methyl:

[0635]

[0636] Compounds of formula (I.II.b.) are particularly preferred, wherein R 1 R 2 R 4 R 6 It is hydrogen and R 9 Methyl:

[0637]

[0638] Compounds of formula (I.III.a.) are particularly preferred, wherein R 2 R 6 It is hydrogen and R 1 R 9 Methyl:

[0639]

[0640] Compounds of formula (I.III.b.) are particularly preferred, wherein R 2 R 4 R 6 It is hydrogen and R 1 R 9 Methyl:

[0641]

[0642] Compounds of formula (I.IV.a.) are particularly preferred, wherein R 1 It is methyl and R 2 R 6 and R 9 For hydrogen:

[0643]

[0644] Also particularly preferred are compounds of formula (I.IV.b.), wherein R 1 It is methyl and R 2 R 4 R 6 and R 9 For hydrogen:

[0645]

[0646] In the context of this invention, compounds of formula (I) are particularly preferred, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and W (W through R) 7 and R 8 (Formed together with the carbon atoms they are bonded to) has the meaning defined in rows 1-1848 of Table 1 below. In R 7 and R 8 When the carbon atom bonded to form W is a chiral center, both enantiomers and mixtures thereof are the subject of this invention.

[0647] Table 1:

[0648]

[0649]

[0650]

[0651]

[0652]

[0653]

[0654]

[0655]

[0656]

[0657]

[0658]

[0659]

[0660]

[0661]

[0662]

[0663]

[0664]

[0665]

[0666]

[0667]

[0668]

[0669]

[0670]

[0671] *) The variables A.1-A.8 representing W in Table 1 above have the following meanings:

[0672]

[0673] The arrows indicate the bonding points with the two C (=O) groups.

[0674] The following compounds I.1-I.79 are particularly preferred, which are compounds of formula (I), wherein the substituent R 1 R 2 R 6 and R 9 Both are hydrogen.

[0675] Particularly preferred compound I.1, wherein R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.1.1-I.1.1848:

[0676]

[0677] Particularly preferred compound I.2, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.2.1-I.2.1848:

[0678]

[0679] Particularly preferred compound I.3, wherein R1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.3.1-I.3.1848:

[0680]

[0681] Particularly preferred compound I.4, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.4.1-I.4.1848:

[0682]

[0683] Particularly preferred compound I.5, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.5.1-I.5.1848:

[0684]

[0685] Particularly preferred compound I.6, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8(Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.6.1-I.6.1848:

[0686]

[0687] Particularly preferred compound I.7, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.7.1-I.7.1848:

[0688]

[0689] Particularly preferred compound I.8, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.8.1-I.8.1848:

[0690]

[0691] Particularly preferred compound I.9, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.9.1-I.9.1848:

[0692]

[0693] Particularly preferred compound I.10, wherein R 1 R 2 R6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.10.1-I.10.1848:

[0694]

[0695] Particularly preferred compound I.11, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.11.1-I.11.1848:

[0696]

[0697] Particularly preferred compound I.12, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.12.1-I.12.1848:

[0698]

[0699] Particularly preferred compound I.13, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.13.1-I.13.1848:

[0700]

[0701] Particularly preferred compound I.14, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.14.1-I.14.1848:

[0702]

[0703] Particularly preferred compound I.15, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.15.1-I.15.1848:

[0704]

[0705] Particularly preferred compound I.16, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.16.1-I.16.1848:

[0706]

[0707] Particularly preferred compound I.17, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.17.1-I.17.1848:

[0708]

[0709] Particularly preferred compound I.18, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.18.1-I.18.1848:

[0710]

[0711] Particularly preferred compound I.19, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.19.1-I.19.1848:

[0712]

[0713] Particularly preferred compound I.20, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.20.1-I.20.1848:

[0714]

[0715] Particularly preferred compound I.21, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.21.1-I.21.1848:

[0716]

[0717] Particularly preferred compound I.22, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.22.1-I.22.1848:

[0718]

[0719] Particularly preferred compound I.23, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.23.1-I.23.1848:

[0720]

[0721] Particularly preferred compound I.24, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8(Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.24.1-I.24.1848:

[0722]

[0723] Particularly preferred compound I.25, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.25.1-I.25.1848:

[0724]

[0725] Particularly preferred compound I.26, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.26.1-I.26.1848:

[0726]

[0727] Particularly preferred compound I.27, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.27.1-I.27.1848:

[0728]

[0729] Particularly preferred compound I.28, wherein R 1 R 2R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.28.1-I.28.1848:

[0730]

[0731] Particularly preferred compound I.29, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.29.1-I.29.1848:

[0732]

[0733] Particularly preferred compound I.30, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.30.1-I.30.1848:

[0734]

[0735] Particularly preferred compound I.31, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.31.1-I.31.1848:

[0736]

[0737] Particularly preferred compound I.32, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.32.1-I.32.1848:

[0738]

[0739] Particularly preferred compound I.33, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.33.1-I.33.1848:

[0740]

[0741] Particularly preferred compound I.34, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.34.1-I.34.1848:

[0742]

[0743] Particularly preferred compound I.35, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.35.1-I.35.1848:

[0744]

[0745] Particularly preferred compound I.36, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.36.1-I.36.1848:

[0746]

[0747] Particularly preferred compound I.37, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.37.1-I.37.1848:

[0748]

[0749] Particularly preferred compound I.38, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.38.1-I.38.1848:

[0750]

[0751] Particularly preferred compound I.39, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.39.1-I.39.1848:

[0752]

[0753] Particularly preferred compound I.40, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.40.1-I.40.1848:

[0754]

[0755] Particularly preferred compound I.41, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.41.1-I.41.1848:

[0756]

[0757] Particularly preferred compound I.42, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8(Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.42.1-I.42.1848:

[0758]

[0759] Particularly preferred compound I.43, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.43.1-I.43.1848:

[0760]

[0761] Particularly preferred compound I.44, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.44.1-I.44.1848:

[0762]

[0763] Particularly preferred compound I.45, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.45.1-I.45.1848:

[0764]

[0765] Particularly preferred compound I.46, wherein R 1 R 2R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.46.1-I.46.1848:

[0766]

[0767] Particularly preferred compound I.47, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.47.1-I.47.1848:

[0768]

[0769] Particularly preferred compound I.48, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.48.1-I.48.1848:

[0770]

[0771] Particularly preferred compound I.49, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.49.1-I.49.1848:

[0772]

[0773] Particularly preferred compound I.50, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.50.1-I.50.1848:

[0774]

[0775] Particularly preferred compound I.51, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.51.1-I.51.1848:

[0776]

[0777] Particularly preferred compound I.52, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.52.1-I.52.1848:

[0778]

[0779] Particularly preferred compound I.53, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.53.1-I.53.1848:

[0780]

[0781] Particularly preferred compound I.54, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.54.1-I.54.1848:

[0782]

[0783] Particularly preferred compound I.55, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.55.1-I.55.1848:

[0784]

[0785] Particularly preferred compound I.56, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.56.1-I.56.1848:

[0786]

[0787] Particularly preferred compound I.57, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.57.1-I.57.1848:

[0788]

[0789] Particularly preferred compound I.58, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.58.1-I.58.1848:

[0790]

[0791] Particularly preferred compound I.59, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.59.1-I.59.1848:

[0792]

[0793] Particularly preferred compound I.60, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8(Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.60.1-I.60.1848:

[0794]

[0795] Particularly preferred compound I.61, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.61.1-I.61.1848:

[0796]

[0797] Particularly preferred compound I.62, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.62.1-I.62.1848:

[0798]

[0799] Particularly preferred compound I.63, wherein R 1 R 2 R 6 and R 9 It is hydrogen and R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.63.1-I.63.1848:

[0800]

[0801] Particularly preferred compound I.64, wherein R 3 R 4R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.64.1-I.64.1848:

[0802]

[0803] Particularly preferred compound I.65, wherein R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.65.1-I.65.1848:

[0804]

[0805] Particularly preferred compound I.66, wherein R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.66.1-I.66.1848:

[0806]

[0807] Particularly preferred compound I.67, wherein R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.67.1-I.67.1848:

[0808]

[0809] Particularly preferred compound I.68, wherein R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.68.1-I.68.1848:

[0810]

[0811] Particularly preferred compound I.69, wherein R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.69.1-I.69.1848:

[0812]

[0813] Particularly preferred compound I.70, wherein R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.70.1-I.70.1848:

[0814]

[0815] Particularly preferred compound I.71, wherein R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.71.1-I.71.1848:

[0816]

[0817] Particularly preferred compound I.72, wherein R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.72.1-I.72.1848:

[0818]

[0819] Particularly preferred compound I.73, wherein R 3 R 4 R 5 and R 7 R 8(Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.73.1-I.73.1848:

[0820]

[0821] Particularly preferred compound I.74, wherein R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.74.1-I.74.1848:

[0822]

[0823] Particularly preferred compound I.75, wherein R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.75.1-I.75.1848:

[0824]

[0825] Particularly preferred compound I.76, wherein R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to form W) has the meaning defined in rows 1-1848 of Table 1 above, i.e., for each compound I.76.1-I.76.1848:

[0826]

[0827] Particularly preferred compound I.77, wherein R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.77.1-I.77.1848:

[0828]

[0829] Particularly preferred compound I.78, wherein R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.78.1-I.78.1848:

[0830]

[0831] Particularly preferred compound I.79, wherein R 3 R 4 R 5 and R 7 R 8 (Together with the carbon atoms they are bonded to, they form W) have the meanings defined in rows 1-1848 of Table 1 above, i.e., for each compound I.79.1-I.79.1848:

[0832]

[0833] Compounds of formula (I) according to the present invention can be prepared by standard organic chemistry methods, for example by the following methods:

[0834]

[0835] Compounds of formula (I) can be prepared according to methods described in the prior art or similar methods. Synthesis utilizes starting materials that are commercially available or can be prepared from readily available compounds according to conventional procedures.

[0836] Compounds of formula (I) can be prepared from carboxylic acids (III) and commercially available amines (II) using an organic base and a coupling agent. Therefore, compounds of formula (I) can be synthesized from the corresponding carboxylic acid (1 eq.) using a coupling agent (1-2 eq.) such as T3P (propanephosphonic anhydride) or HATU (O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethylurea hexafluorophosphate), an organic base (1-3 eq.), and an amine (II) (1-3 eq.). The reaction is generally carried out in an organic solvent. Aprotic organic solvents are preferred. Tetrahydrofuran (THF), N,N-dimethylformamide (DMF), or acetonitrile (ACN) are most preferred. The reaction is carried out at a temperature between 0°C and reflux. The reaction is preferably carried out at room temperature. Preferably, the organic base is triethylamine or N,N-diisopropylethylamine.

[0837]

[0838] Carboxylic acid (III) can be commercially available or can be derived from the corresponding ester (IV) (wherein R)P It is prepared by (either alkyl or benzyl). If R P If it is an alkyl group, the ester (IV) can be cleaved using an aqueous solution of an alkali metal hydroxide. Lithium hydroxide, sodium hydroxide, or potassium hydroxide (1-2 eq.) is preferred. The reaction is typically carried out in a mixture of water and an organic solvent. Preferably, the organic solvent is THF, methanol, or acetonitrile. The reaction is carried out at a temperature of 0-100°C. Preferably, the reaction is carried out at room temperature. If R in (IV) p If the ester is benzyl, it can be cleaved using carbon-supported palladium (0.001-1 eq.) as a catalyst and hydrogen at a temperature between 0°C and reflux. The reaction is preferably carried out at room temperature. Organic solvents are typically used. THF, methanol, or ethanol are preferred.

[0839]

[0840] The cyclic compounds of formula (IV) can be prepared from a cyclic carboxylic acid (VI) and a commercially available amine (V) using a base and a coupling agent. Therefore, compounds of formula (IV) can be synthesized from the corresponding carboxylic acid (1 eq.) using a coupling agent (1-2 eq.) such as T3P (propanephosphonic anhydride) or HATU (O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethylurea hexafluorophosphate), an organic base (1-3 eq.), and an amine (V) (1-3 eq.). The reaction is typically carried out in an organic solvent. Aprotic organic solvents are preferred. Tetrahydrofuran (THF), N,N-dimethylformamide (DMF), or acetonitrile (ACN) are most preferred. The reaction is carried out at a temperature between 0 °C and reflux temperature.

[0841] The reaction is preferably carried out at room temperature. Preferably, the organic base is triethylamine or N,N-diisopropylethylamine.

[0842]

[0843] Cyclic carboxylic acids (VI) can be prepared from the corresponding diester by selectively cleaving one ester group. If R q If the ester is an alkyl ester, selective ester cracking can be achieved using an aqueous alkali. Alkali metal hydroxides are preferred. Lithium hydroxide, sodium hydroxide, or potassium hydroxide are most preferred. The reaction is typically carried out in a mixture of water and an organic solvent. THF, methanol, or acetonitrile are preferred. The reaction is carried out at a temperature of 0-100°C, preferably at room temperature.

[0844] Alternatively, trimethyltin hydroxide (e.g., 1 eq.) in 1,2-dichloroethane at room temperature to reflux (as described in Angew. Chem. Int. Ed., 2005, 44: 1378-1382) can be used, preferably under reflux. If R in (VII) qIf the ester is benzyl, then carbon-supported palladium (0.001-1 eq.) can be used as a catalyst and hydrogen can be used to cleave the ester at a temperature between 0°C and reflux. The reaction is preferably carried out at room temperature.

[0845] Organic solvents are typically used. THF, methanol, or ethanol are preferred.

[0846]

[0847] The cyclic diester (VII) can be synthesized from a commercially available cyclic monoester (VIII), a base, and a chloroformate (IX) (1-3 eq.), as described in Bioorganic & Medicinal Chemistry Letters, 12(11), 1501-1505; 2002. The reaction is typically carried out in an organic solvent, preferably in tetrahydrofuran. A suitable temperature is from -78°C to 25°C. Preferably, the reaction is heated from -78°C to 25°C over 16 hours. Lithium diisopropylamino (1 eq.) is preferably used as the base.

[0848] To broaden the spectrum of action, the compound of formula (I) can be mixed with representatives of many other herbicidal or plant growth-regulating active ingredients and then applied simultaneously. Suitable components for combination include, for example, herbicides selected from the following categories: acetamides, amides, aryloxyphenoxypropionates, benzamides, benzofurans, benzoic acids, benzothiadiazinones, and bipyridines. Carbamates, chloroacetamides, chlorocarboxylic acids, cyclohexanediones, dinitroanilines, dinitrophenols, diphenyl ethers, glycines, imidazolinones, isocyanates azoles, isotonic Alzolidine ketones, nitriles, N-phenylbenzodicarboximides, diazoles, Alzolidinediones, hydroxyacetamides, phenoxycarboxylic acids, phenylcarbamates, phenylpyrazoles, phenylpyrazolines, phenylpyridazines, hypophosphino acids, aminophosphates, dithiophosphates, o-carbamoylbenzoates, pyrazoles, pyridazinones, pyridines, pyridinecarboxylic acids, pyridine carboxamides, pyrimidinediones, pyrimidine (thio)benzoates, quinolinecarboxylic acids, amine ureas, sulfonamide carbonyl triazolinones, sulfonylureas, tetrazolinones, thiadiazoles, thiocarbamates, triazines, triazinones, triazoles, triazolinones, triazolocarboxamides, triazolopyrimidines, triones, uracils, and ureas.

[0849] Furthermore, it may be beneficial to apply Formula (I) compounds alone or in combination with other herbicides or in mixtures with other crop protectants, such as with agents for controlling pests or plant pathogenic fungi or bacteria. Also of interest is the miscibility with solutions of inorganic salts used to treat nutrient and trace element deficiencies. Other additives, such as non-vegetarian toxic oils and oil concentrates, may also be added.

[0850] In one embodiment of the invention, the present invention comprises at least one compound of formula (I) (compound A or component A) and at least one other active compound selected from herbicide B (compound B), preferably herbicide B of group b1)-b15) and safener C (compound C).

[0851] In another embodiment of the invention, the present invention comprises at least one compound of formula (I) and at least one other active compound B (herbicide B).

[0852] Examples of herbicides B that can be used in combination with compound A of formula (I) of the present invention include:

[0853] b1) Selected from the following lipid biosynthesis inhibitors: ACC herbicides such as alloxydim, alloxydim-sodium, butroxydim, clethodim, clodinafop, clodinafop-propargyl, cycloxydim, cyhalofop, cyhalofop-butyl, diclofop, and diclofop-methyl. fenoxaprop fenoxaprop-ethyl, high Fenoxaprop-P, high Fenoxaprop-P-ethyl, fluazifop, fluazifop-butyl, fluazifop-P, fluazifop-P-butyl, haloxyfop-methyl, haloxyfop-P, haloxyfop-P-methyl Metamifop, pinoxaden, profoxydim, propaquizafop, quizalofop, quizalofop-ethyl, quizalofop-tefuryl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, sethoxydim, tepraloxydim, tralkoxydim, 4-(4′-chloro-4-cyclopropyl-2′-fluoro[1,1′-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one (CAS) 1312337-72-6), 4-(2′,4′-dichloro-4-cyclopropyl[1,1′-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one (CAS 1312337-45-3), 4-(4′-chloro-4-ethyl-2′-fluoro[1,1′-biphenyl]-3-yl)-5-hydroxy-2,2,6,6-tetramethyl-2H-pyran-3(6H)-one (CAS 1033757-93-5), 4-(2′,4′-dichloro-4-ethyl[1,1′-biphenyl]-3-yl)-2,2,6,6-tetramethyl-2H-pyran-3,5(4H,6H)-dione (CAS 1312337-72-6), 4-(2′,4′-dichloro-4-ethyl[1,1′-biphenyl]-3-yl)-2,2,6,6-tetramethyl-2H-pyran-3,5(4H,6H)-dione (CAS 1033757-93-5 ... 1312340-84-3), 5-acetoxy-4-(4′-chloro-4-cyclopropyl-2′-fluoro[1,1′-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one (CAS1312337-48-6), 5-acetoxy-4-(2′,4′-dichloro-4-cyclopropyl-[1,1′-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one, 5-acetoxy-4-(4′-chloro-4-ethyl-2′-fluoro[1,1′-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one (CAS 1312340-82-1), 5-acetoxy-4-(2′,4′-dichloro-4-ethyl[1,1′-biphenyl]-3-yl)-3,6-dihydro-2,2,6,6-tetramethyl-2H-pyran-3-one (CAS 1033760-55-2), 4-(4′-chloro-4-cyclopropyl-2′-fluoro[1,1′-biphenyl]-3-yl)-5,6-dihydro-2,2,6,Methyl 6-tetramethyl-5-oxo-2H-pyran-3-ylcarboxylate (CAS) 1312337-51-1), methyl 4-(2′,4′-dichloro-4-cyclopropyl-[1,1′-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carboxylate, methyl 4-(4′-chloro-4-ethyl-2′-fluoro[1,1′-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carboxylate (CAS1312340-83-2), methyl 4-(2′,4′-dichloro-4-ethyl[1,1′-biphenyl]-3-yl)-5,6-dihydro-2,2,6,6-tetramethyl-5-oxo-2H-pyran-3-yl carboxylate (CAS 1033760-58-5); and non-ACC herbicides such as benfuresate, butylate, cycloate, dalapon, dimepiperate, EPTC, esprocarb, ethofumesate, flupropanate, molinate, orbencarb, pebulate, prosulfocarb, TCA, thiobencarb, tiocarbazil, triallate, and vernolate;

[0854] b2) Selected ALS inhibitors from the following: sulfonylureas, such as amidosulfuron, azimsulfuron, bensulfuron, bensulfuron-methyl, chlorimuron, chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron, ethametsulfuron-met hyl), ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron, flupyrsulfuron-methyl-sodium, foramsulfuron, halosulfuron, halosulfuron-methyl, imazosulfuron, iodosulfuron, iodosulfuron-me thyl-sodium), iofensulfuron, iofensulfuron-sodium, mesosulfuron, metazosulfuron, metsulfuron, metsulfuron-methyl, nicosulfuron, orthosulfamuron, oxasulfuron, primisulfuron, primisulfuron-methyl, propyrisulfuron, fluoropropiosulfuron Prosulfuron, pyrazosulfuron, pyrazosulfuron-ethyl, rimsulfuron, sulfometuron, sulfometuron-methyl, sulfurosulfuron, thifensulfuron, thifensulfuron-methyl, triasulfuron, tribenuron-methylTrifloxysulfuron, triflusulfuron, triflusulfuron-methyl, and tritosulfuron; imidazolinones such as imazamethabenz, imazamethabenz-methyl, imazamox, imazapic, imazapyr, imazaquin, and imazethapyr; triazolopyrimidine herbicides; and sulfonylanilines such as cloransulam, cloransulam-methyl, diclosulam, and flumets. ulam), florasulam, metosulam, penoxsulam, pyrimisulfan, and pyroxsulam; pyrimidinyl benzoates such as bispyribac, bispyribac-sodium, pyribenzoxim, pyriftalid, pyriminobac, pyriminobac-methyl, pyrithiobac, pyrithiobac-sodium, and 1-methylethyl 4-[[[2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]phenyl]methyl]amino]benzoate (CAS 1-methylethyl ester) 420138-41-6), 4-[[[2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]phenyl]methyl]amino]propyl benzoate (CAS 420138-40-5), N-(4-bromophenyl)-2-[(4,6-dimethoxy-2-pyrimidinyl)oxy]benzylamine (CAS 420138-01-8), sulfonylaminocarbonyl triazolinone herbicides such as flucarbazone, flucarbazone-sodium, propoxycarbazone, propoxycarbazone-sodium, thiencarbazone and thiencarbazone-methyl, and triafamone; wherein preferred embodiments of the invention relate to compositions comprising at least one imidazolinone herbicide;

[0855] b3) Selected from the following photosynthesis inhibitors: amicabazone, photosynthetic system II inhibitors, such as 1-(6-tert-butylpyrimidin-4-yl)-2-hydroxy-4-methoxy-3-methyl-2H-pyrrole-5-one (CAS 1654744-66-7), 1-(5-tert-butylisothiazolinone) (3-azolyl)-2-hydroxy-4-methoxy-3-methyl-2H-pyrrole-5-one (CAS 1637455-12-9), 1-(5-tert-butylisothiazolinone) 1-(5-tert-butyl-1-methylpyrazol-3-yl)-4-chloro-2-hydroxy-3-methyl-2H-pyrrolo-5-one (CAS 1637453-94-1), 1-(5-tert-butyl-1-methylpyrazol-3-yl)-4-chloro-2-hydroxy-3-methyl-2H-pyrrolo-5-one (CAS 1654057-29-0), 1-(5-tert-butyl-1-methylpyrazol-3-yl)-3-chloro-2-hydroxy-4-methyl-2H-pyrrolo-5-one (CAS 1654747-80-4), 4-hydroxy-1-methoxy-5-methyl-3-[4-trifluoromethyl-2-pyridinyl]imidazolidine-2-one (CAS 2023785-78-4), 4-hydroxy-1,5-dimethyl-3-[4-trifluoromethyl-2-pyridyl]imidazolidine-2-one (CAS2023785-79-5), 5-ethoxy-4-hydroxy-1-methyl-3-[4-trifluoromethyl-2-pyridyl]imidazolidine-2-one (CAS 1701416-69-4), 4-hydroxy-1-methyl-3-[4-trifluoromethyl-2-pyridyl]imidazolidine-2-one (CAS1708087-22-2), 4-hydroxy-1,5-dimethyl-3-[1-methyl-5-trifluoromethylpyrazol-3-yl]imidazolidine-2-one (CAS2023785-80-8), 1-(5-tert-butylisocyanate) (3-yl)-4-ethoxy-5-hydroxy-3-methylimidazolidine-2-one (CAS 1844836-64-1), a triazine herbicide, including chlorotriazines, triazinones, triazindiones, methylthiotriazines, and pyridazinones, such as ametryn, atrazine, chloridazone, cyanazine, desmetryn, dimethametryn, hexazinone, and metribuzin. Herbicides such as uzin, prometon, prometryn, propazine, simazine, simetryn, terbumeton, terbuthylazin, terbutryn, and trietazin; arylureas such as chlorobromuron, chlorotoluron, chloroxuron, and butyl... Dimefuron, diuron, fluometuron, isoproturon, isouron, linuron, metamitron, methabenzthiazuron, metobenzuron, metoxuron, monolinuron, neburon, siduron, tebuthiuron, and thidiazuron; phenylcarbamates such as desmedipham, karbutilat, phenmedipham, and phenmedipham-ethyl The herbicides include nitrile herbicides such as bromofenoxim, bromoxynil and their salts and esters, ioxynil and their salts and esters; uracil herbicides such as bromacil, lenacil and terbacil; bentazon and bentazon-sodium; pyridate, pyridafol, pentanochlor and propanil; and photosynthetic system I inhibitors such as diquat, diquat-dibromide, paraquat, paraquat-dichloride and paraquat-dimetilsulfate. Preferred embodiments of the invention relate to compositions comprising at least one arylurea herbicide. Preferred embodiments of the invention also relate to compositions comprising at least one triazine herbicide. The preferred embodiments of the present invention also relate to those compositions comprising at least one nitrile herbicide;

[0856] b4) Selected from the following protoporphyrinogen-IX oxidase inhibitors: acifluorfen, acifluorfen-sodium, azafenidin, bencarbazone, benzfendizone, bifenox, butafenacil, carfentrazone-ethyl, chlomethoxyfen, chlorphthalim, cinidon-ethyl, cyclopyranil, fluazolate, flufenpyr, flufenpyr-ethyl, flumiclorac, flumiclorac-pentyl, and flu... Flumioxazin, fluoroglycofen, fluoroglycofen-ethyl, fluthiacet, fluthiacet-methyl, fomesafen, halosafen, lactoferrin, propargite Oxadiargyl, oxadiazon, oxyfluorfen, and pendimethalin Pentoxazone, profluazol, pyraclonil, pyraflufen, pyraflufen-ethyl, saflufenacil, sulfentrazone, thidiazimin, tiafenacil, trifludimoxazin, [3-[2-chloro-4-fluoro-5-(1-methyl-6-trifluoromethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-3-yl)phenoxy]-2-pyridinoxy]ethyl acetate (CAS 353292-31-6; S-3100), N-ethyl-3-(2,6-dichloro-4-trifluoromethylphenoxy)-5-methyl-1H-pyrazole-1-carboxamide (CAS 353292-31-6; S-3100) 452098-92-9), N-tetrahydrofurfuryl-3-(2,6-dichloro-4-trifluoromethylphenoxy)-5-methyl-1H-pyrazole-1-carboxamide (CAS 915396-43-9), N-ethyl-3-(2-chloro-6-fluoro-4-trifluoromethylphenoxy)-5-methyl-1H-pyrazole-1-carboxamide (CAS 452099-05-7), N-tetrahydrofurfuryl-3-(2-chloro-6-fluoro-4-trifluoromethylphenoxy)-5-methyl-1H-pyrazole-1-carboxamide (CAS 452100-03-7), 3-[7-fluoro-3-oxo-4-(prop-2-ynyl)-3,4-dihydro-2H-benzo[1,4] [1,3,5]triazinan-2,4-dione (CAS 451484-50-7), 2-(2,2,7-trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H-benzo[b][1,4]) (-6-azinyl)-4,5,6,7-tetrahydroisoindole-1,3-dione (CAS 1300118-96-0), 1-methyl-6-trifluoromethyl-3-(2,2,7-trifluoro-3-oxo-4-prop-2-ynyl-3,4-dihydro-2H-benzo[1,4]) Methyl 2,4-dione (CAS 1304113-05-0), (E)-4-[2-chloro-5-(4-chloro-5-difluoromethoxy-1H-methylpyrazol-3-yl)-4-fluorophenoxy]-3-methoxybut-2-enoate (CAS 948893-00-3), 3-[7-chloro-5-fluoro-2-trifluoromethyl-1H-benzimidazol-4-yl]-1-methyl-6-trifluoromethyl-1H-pyrimidin-2,4-dione (CAS 212754-02-4), methyl 2-[2-chloro-5-[3-chloro-5-(trifluoromethyl)-2-pyridyl]-4-fluorophenoxy]-2-methoxyacetate (CAS 1304113-05-0), methyl ... 1970221-16-9), methyl acetate of 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy]acetate (CAS2158274-96-3), ethyl acetate of 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy]acetate (CAS 158274-50-9), methyl acetate of 2-[[3-[2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-1,2,4-triazol-1-yl]-4-fluorophenoxy]-2-pyridyl]oxy]ethyl acetate (CAS 2271389-22-9), ethyl acetate of 2-[[3-[2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-1,2,4-triazol-1-yl]-4-fluorophenoxy]-2-pyridyl]oxy] 2230679-62-4), methyl acetate of 2-[[3-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]-2-pyridinyl]oxy]-acetate (CAS 2158275-73-9), 2-[[3-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]-2-pyridinyl]oxy]ethyl acetate (CAS 2158274-56-5), 2-[2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]phenoxy]-N-(methanesulfonyl)-acetamide (CAS 2158274-53-2), 2-[[3-chloro-6-[3,6-dihydro-3-methyl-2,6-Dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-5-fluoro-2-pyridinyl]oxy]-2-pyridinyl]oxy]-N-(methanesulfonyl)-acetamide (CAS 2158276-22-1);

[0857] b5) Selected from the following bleaching herbicides: PDS inhibitors: beflubutamid, diflufenican, fluridone, flurochloridone, flurtamone, norflurazon, picolinafen, and 4-(3-trifluoromethylphenoxy)-2-(4-trifluoromethylphenyl)pyrimidine (CAS 180608-33-7); HPPD inhibitors: benzobicyclon, benzofenap, bicyclopyrone, clonazol, fenquintrione, and isoxaflutole. Fluoride (isoxaflutole), mesotrione, oxotrione (CAS 1486617-21-3), pyrasulfotole, pyrazolynate, pyrazoxyfen, sulcotrione, tefuryltrione, tembotrione, tolpyralate, topramezone, bleaching agents, unknown targets: aclonifen, amitrol, flumeturon, 2-chloro-3-methylthio-N-(1-methyltetrazole-5-yl)-4-trifluoromethylbenzamide (CAS 1361139-71-0), dichloroisocyanurate Bixlozone and 2-(2,5-dichlorophenyl)methyl-4,4-dimethyl-3-isocyanate Azoxystrobin (CAS 81778-66-7);

[0858] b6) Selected from the following EPSP synthase inhibitors: glyphosate, glyphosate-isopropylammonium, glyphosate potassium, and glyphosate-trimesium (sulfosate).

[0859] b7) Selected from the following glutamine synthase inhibitors: bilanaphos (bialaphos), bilanaphos-sodium, glufosinate, glufosinate-P, and glufosinate-ammonium.

[0860] b8) Selected from the following DHP synthase inhibitors: asulam;

[0861] b9) Selected from the following mitotic inhibitors: K1 group compounds: dinitroanilines such as benfluralin, butralin, dinitramine, ethalfluralin, fluchloralin, oryzalin, pendimethalin, prodiamine, and trifluralin; aminophosphates such as amiprophos, amiprophos-methyl, and butamiphos; benzoic acid herbicides such as chlorthal and chlorpyrifos. Orthal-dimethyl), pyridines such as dithiopyr and thiazopyr, benzamides such as propyzamide and tebutam, K2 group compounds: carbetamide, chlorpropham, flamprop, flamprop-isopropyl, flamprop-methyl, flamprop-M-isopropyl, flamprop-M-methyl, and propham; among which K1 group compounds are preferred, especially dinitroanilines;

[0862] b10) is selected from the following VLCFA inhibitors: chloroacetamides such as acetochlor, alachlor, midochlor, butachlor, dimethachlor, dimethanamid, dimethenamid-P, metazachlor, metolachlor, metolachlor-S, pethoxamid, pretilachlor, propachlor, propisochlor, and thenylchlor; oxyacetanilides... etanilides such as flufenacet and mefenacet, acetanilides such as diphenamid, naproanilide, napropamide, and napropamide-M, tetrazolinones such as fentrazamide, and other herbicides such as ailofos, cafenstrole, fenoxasulfone, ipfencarbazone, piperophos, pyroxasulfone, and isocyanates of formulas II.1, II.2, II.3, II.4, II.5, II.6, II.7, II.8, and II.9. Azoline compounds:

[0863]

[0864]

[0865] Equation (II) Azoline compounds are known in the art, for example by WO 2006 / 024820, WO2006 / 037945, WO 2007 / 071900 and WO 2007 / 096576;

[0866] Among VLCFA inhibitors, chloroacetamides and hydroxyacetamides are preferred;

[0867] b11) is selected from the following cellulose biosynthesis inhibitors: chlorthiamid, dichlobenil, flupoxam, indazon, isoxaben, triaziflam, and 1-cyclohexyl-5-pentafluorophenoxy-1 4 -[1,2,4,6]thiatriazine-3-ylamine (CAS 175899-01-1);

[0868] b12) is selected from the following decoupling herbicides: dinoseb, dinoterb, and dinitrocresol (DNOC) and their salts;

[0869] b13) Selected from the following plant growth regulator herbicides: 2,4-D and its salts and esters, such as clacyfos, 2,4-DB and its salts and esters, aminocyclopyrachlor and its salts and esters, aminopyralid and its salts such as aminopyralid-dimethylammonium, aminopyralid-tris(2-hydroxy-propyl)ammonium and its esters, benzolin, benzolin-ethyl ), chloramben and its salts and esters, clomeprop, clopyralid and its salts and esters, dicamba and its salts and esters, dichlorprop and its salts and esters, dichlorprop-P and its salts and esters, floppyrauxifen, fluroxypyr, fluroxypyr-butometyl, fluroxypyr-meptyl, halauxifen and its salts and esters (CAS) 943832-60-8), MCPA and its salts and esters, MCPA-thioethyl, MCPB and its salts and esters, mecoprop and its salts and esters, mecoprop-P and its salts and esters, picloram and its salts and esters, quinclorac, quinmerac, TBA(2,3,6) and its salts and esters, triclipyr and its salts and esters, florpyrauxifen, florpyrauxifen-benzyl (CAS1390661-72-9), and 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1H-indol-6-yl)pyridinecarboxylic acid (CAS 1629965-65-6);

[0870] b14) is selected from the following plant auxin transport inhibitors: diflufenzopyr, diflufenzopyr-sodium, naptalam, and naptalam-sodium;

[0871] b15) Selected from the following herbicides: bromobutide, chlorflurenol, chlorflurenol-methyl, cinmethylin, cumyluron, cyclopyrimorate (CAS 15) 499223-49-3) and its salts and esters, dalapon, dazomet, difenzoquat, difenzoquat-metilsulfate, dimethipin, sodium DSMA, dymron, endothal and its salts, etobenzanid, flurenol, flurenol-butyl, flurprimidol, fosamine, fosamine-ammonium, indanofan, maleichydrazide, mefluidide, metam, methiozolin, methylazide, methyl bromide, methyl-dymron, methyl iodomethyl iodide), sodium methylarsine (MSMA), oleic acid, chloride Oxaziclomefone, pelargonicacid, pyributicarb, quinoclamine, tetflupyrolimet, and tridiphane.

[0872] Furthermore, it may be useful to apply the compound of formula (I) in combination with a safener. A safener is a compound that prevents or reduces damage to the beneficial plant but does not significantly affect the herbicidal effect of the compound of formula (I) on the unwanted plant. They can be applied before sowing (e.g., at seed treatment, on shoots or seedlings) or pre- or post-emergence of the beneficial plant. The safener and the compound of formula (I), and optionally, herbicide B, can be applied simultaneously or sequentially.

[0873] In another embodiment of the invention, the present invention comprises at least one compound of formula (I) and at least one safer agent C (component C).

[0874] Examples of safeners include (quinoline-8-oxy)acetic acids, 1-phenyl-5-haloalkyl-1H-1,2,4-triazol-3-carboxylic acid, 1-phenyl-4,5-dihydro-5-alkyl-1H-pyrazole-3,5-dicarboxylic acid, and 4,5-dihydro-5,5-diaryl-3-isocyanate. Azoxycarboxylic acids, dichloroacetamides, α-oxime-phenylacetonitriles, acetophenone oximes, 4,6-dihalo-2-phenylpyrimidines, N-[[4-(aminocarbonyl)phenyl]sulfonyl]-2-benzamides, 1,8-naphthalenedicarboxylic anhydride, 2-halo-4-haloalkyl-5-thiazolium carboxylic acids, thiophosphates, and N-alkyl-O-phenylcarbamates, as well as their agriculturally usable salts and their agriculturally usable derivatives such as amides, esters, and thioesters, provided that they have an acid group.

[0875] Examples of safener compound C are benoxacor, cloquintocet, cyometrinil, cyprosulfamide, dichlormid, dicyclonon, dietholate, fenchlorazole, fenclorim, flurazole, fluxofenim, furilazole, and bisbenzyl. Isoxadifen, mefenpyr, mephenate, naphthalic anhydride, oxabetrinil, 4-dichloroacetyl-1-oxa-4-azaspiro[4.5]decane (MON4660, CAS 71526-07-3), 2,2,5-trimethyl-3-dichloroacetyl-1,3- Zolpidem (R-29148, CAS 52836-31-4), metcamifen and BPCMS (CAS 54091-06-4).

[0876] Active compounds B and C of groups b1)-b15) are known herbicides and safeners, see, for example, The Compendium of Pesticide Common Names (http: / / www.alanwood.net / pesticides / ); Farm Chemicals Handbook 2000, Vol. 86, Meister Publishing Company, 2000; B. Hock, C. Fedtke, R.R. Schmidt, Herbizide, Georg Thieme Verlag, Stuttgart, 1995; W.H. Ahrens, Herbicide Handbook, 7th ed., Weed Science Society of America, 1994; and K.K. Hatzios, Herbicide Handbook, 7th ed., Weed Science Society of America, 1998. 2,2,5-Trimethyl-3-dichloroacetyl-1,3- Azoxyl [CAS No. 52836-31-4] is also known as R-29148. 4-Dichloroacetyl-1-oxa-4-azaspiro[4.5]decane [CAS No. 71526-07-3] is also known as AD-67 and MON 4660.

[0877] The attribution of an active compound to its corresponding mechanism of action is based on existing knowledge. If several mechanisms of action apply to an active compound, then the substance is attributed to only one mechanism of action.

[0878] The present invention also relates to formulations comprising at least one adjuvant and at least one compound of formula (I) of the present invention.

[0879] The formulation contains an effective amount of a compound of formula (I). The term "effective amount" refers to the amount of a combination or compound of formula (I) sufficient to control unwanted plants, especially in crops (i.e., cultivated plants), without causing significant damage to the treated crop. This amount can vary over a wide range and depends on various factors such as the unwanted plant to be controlled, the crop or material being treated, climatic conditions, and the specific compound of formula (I) used.

[0880] Compounds of formula (I) or their salts can be converted into formulations commonly used in pharmaceutical preparations, such as solutions, emulsions, suspensions, powders, pastes, granules, molded products, capsules, and mixtures thereof. Examples of formulation types include suspensions (e.g., SC, OD, FS), emulsifiable concentrates (e.g., EC), emulsions (e.g., EW, EO, ES, ME), capsules (e.g., CS, ZC), pastes, tablets, wettable powders or granules (e.g., WP, SP, WS, DP, DS), molded products (e.g., BR, TB, DT), granules (e.g., WG, SG, GR, FG, GG, MG), insecticides (e.g., LN), and gel formulations for treating plant propagation materials such as seeds (e.g., GF). These and other formulation types are defined in “Catalogue of pesticide formulation types and international coding system,” Technical Monograph, Vol. 2, 6th edition, May 2008, CropLife International.

[0881] Formulations such as Mollet and Grubemann, Formulation technology, Wiley VCH, Weinheim, 2001; or Knowles, New developments in crop protection product formulation, AgrowReports DS243, T&F Informa, London, 2005, are prepared in a known manner.

[0882] Suitable additives include solvents, liquid carriers, solid carriers or fillers, surfactants, dispersants, emulsifiers, wetting agents, auxiliary agents, solvents, penetration enhancers, protective colloids, adhesives, thickeners, humectants, repellents, attractants, feeding stimulants, compatibilizers, bactericides, antifreeze agents, defoamers, colorants, tackifiers and binders.

[0883] Suitable solvents and liquid carriers are water and organic solvents, such as medium to high boiling point mineral oil fractions, such as kerosene and diesel; oils of vegetable or animal origin; aliphatic, cyclic, and aromatic hydrocarbons, such as toluene, paraffin, tetrahydronaphthalene, and alkylated naphthalene; alcohols, such as ethanol, propanol, butanol, benzyl alcohol, and cyclohexanol; diols; DMSO; ketones, such as cyclohexanone; esters, such as lactates, carbonates, fatty acid esters, and γ-butyrolactone; fatty acids; phosphonates; amines; amides, such as N-methylpyrrolidone and fatty acid dimethylamide; and mixtures thereof.

[0884] Suitable solid carriers or fillers are mineral soils, such as silicates, silica gel, talc, kaolin, limestone, lime, chalk, clay, dolomite, diatomaceous earth, bentonite, calcium sulfate, magnesium sulfate, and magnesium oxide; polysaccharides, such as cellulose and starch; fertilizers, such as ammonium sulfate, ammonium phosphate, ammonium nitrate, and urea; and plant-derived products, such as grain flour, bark flour, wood flour, nut shell flour, and mixtures thereof.

[0885] Suitable surfactants are surface-active compounds, such as anionic, cationic, nonionic, and amphoteric surfactants, block polymers, polyelectrolytes, and mixtures thereof. These surfactants can be used as emulsifiers, dispersants, solvents, wetting agents, penetration enhancers, protective colloids, or auxiliaries. Examples of surfactants are listed in McCutcheon's, Volume 1: Emulsifiers & Detergents, McCutcheon's Directories, Glen Rock, USA, 2008 (International Ed. or North American Ed.).

[0886] Suitable anionic surfactants are alkali metal, alkaline earth metal, or ammonium salts of sulfonic acids, sulfuric acids, phosphoric acids, and carboxylic acids, as well as mixtures thereof. Examples of sulfonates are alkyl aryl sulfonates, diphenyl sulfonates, α-olefin sulfonates, lignin sulfonates, sulfonates of fatty acids and oils, sulfonates of ethoxylated alkylphenols, sulfonates of alkoxylated arylphenols, sulfonates of condensed naphthalenes, sulfonates of dodecyl and tridecylbenzenes, sulfonates of naphthalenes and alkylnaphthalenes, sulfosuccinates, or sulfosuccinamides. Examples of sulfates are sulfates of fatty acids and oils, sulfates of ethoxylated alkylphenols, sulfates of alcohols, sulfates of ethoxylated alcohols, or sulfates of fatty acid esters. Examples of phosphates are phosphate esters. Examples of carboxylates are alkyl carboxylates and carboxylated alcohols or alkylphenol ethoxylates.

[0887] Suitable nonionic surfactants are alkoxylates, N-substituted fatty acid amides, amine oxides, esters, glycosyl surfactants, polymeric surfactants, and mixtures thereof. Examples of alkoxylates are compounds such as alcohols, alkylphenols, amines, amides, arylphenols, fatty acids, or fatty acid esters that have been alkoxylated by 1-50 equivalents. Ethylene oxide and / or propylene oxide can be used for alkoxylation, preferably ethylene oxide. Examples of N-substituted fatty acid amides are fatty acid glucosamides or fatty acid chain alkanolamides. Examples of esters are fatty acid esters, glycerides, or monoglycerides. Examples of glycosyl surfactants are sorbitol, ethoxylated sorbitol, sucrose and glucose esters, or alkyl polyglucosides. Examples of polymeric surfactants are homopolymers or copolymers of vinylpyrrolidone, vinyl alcohol, or vinyl acetate.

[0888] Suitable cationic surfactants are quaternary surfactants, such as quaternary ammonium compounds having one or two hydrophobic groups, or salts of long-chain primary amines. Suitable amphoteric surfactants are alkyl betaines and imidazolines. Suitable block polymers are AB or ABA type block polymers containing blocks of polyethylene oxide and polypropylene oxide, or ABC type block polymers containing alkanols, polyethylene oxide, and polypropylene oxide. Suitable polyelectrolytes are polyacids or polyalkalis. Examples of polyacids are alkali metal salts of polyacrylic acid or polyacid comb polymers. Examples of polyalkalis are polyvinylamine or polyvinylamine.

[0889] Suitable adjuvants are compounds that possess negligible pesticide activity or even no pesticide activity themselves, but which improve the biological properties of the target analyte. Examples are surfactants, mineral or vegetable oils, and other adjuvants. Other examples are listed in Knowles, Adjuvants and Additives, Agrow Reports DS256, T&F Informa UK, 2006, Chapter 5.

[0890] Suitable thickeners are polysaccharides (such as xanthan gum and carboxymethyl cellulose), inorganic clays (organically modified or unmodified), polycarboxylates, and silicates.

[0891] Suitable bactericides are bronopol and isothiazolinone derivatives such as alkylisothiazolinones and benzisothiazolinones.

[0892] Suitable antifreeze agents include ethylene glycol, propylene glycol, urea, and glycerin.

[0893] Suitable defoamers are polysiloxanes, long-chain alcohols, and fatty acid salts.

[0894] Suitable colorants (e.g., red, blue, or green) are low-water-soluble pigments and water-soluble dyes. Examples are inorganic colorants (e.g., iron oxide, titanium dioxide, ferric hexacyanate ferrite) and organic colorants (e.g., alizarin colorants, azo colorants, and phthalocyanine colorants).

[0895] Suitable tackifiers or adhesives are polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol, polyacrylate, biowax or synthetic wax, and cellulose ether.

[0896] Examples of formulation types and their preparation are as follows:

[0897] i) Water-soluble concentrates (SL, LS)

[0898] Dissolve 10-60% by weight of the compound of formula (I) of the present invention or a combination comprising at least one compound of formula (I) (component A) and at least one other compound selected from herbicidal compound B (component B) and safener C (component C) and 5-15% by weight of a wetting agent (e.g., an alcohol alkoxylate) in water and / or a water-soluble solvent (e.g., an alcohol) added to 100% by weight. The active substance dissolves upon dilution with water.

[0899] ii) Dispersible concentrate (DC)

[0900] Dissolve 5-25% by weight of the compound of formula (I) of the present invention or a combination comprising at least one compound of formula (I) (component A) and at least one other compound selected from herbicidal compound B (component B) and safener C (component C) and 1-10% by weight of a dispersant (e.g., polyvinylpyrrolidone) in an organic solvent (e.g., cyclohexanone) added to 100% by weight. Dilute with water to obtain a dispersion.

[0901] iii) Emulsifiable concentrate (EC)

[0902] 15-70% by weight of a compound of formula (I) of the present invention or a combination comprising at least one compound of formula (I) (component A) and at least one other compound selected from herbicidal compound B (component B) and safener C (component C) and 5-10% by weight of an emulsifier (e.g., calcium dodecylbenzenesulfonate and castor oil ethoxylate) is dissolved in a water-insoluble organic solvent (e.g., an aromatic hydrocarbon) added to 100% by weight. The emulsion is then diluted with water.

[0903] iv) Emulsions (EW, EO, ES)

[0904] 5-40% by weight of a compound of formula (I) of the present invention, or a combination comprising at least one compound of formula (I) (component A) and at least one other compound selected from herbicidal compound B (component B) and safener C (component C), and 1-10% by weight of an emulsifier (e.g., calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in 20-40% by weight of a water-insoluble organic solvent (e.g., aromatic hydrocarbons). The mixture is introduced into 100% by weight of water using an emulsifier to form a homogeneous emulsion. The emulsion is then diluted with water.

[0905] v) Suspension (SC, OD, FS)

[0906] In a stirred ball mill, 20-60 wt% of a compound of formula (I) of the present invention, or a combination comprising at least one compound of formula (I) (component A) and at least one other compound selected from herbicidal compound B (component B) and safener C (component C), are added to a dispersant and wetting agent (e.g., sodium lignin sulfonate and alcohol ethoxylate), 0.1-2 wt% of a thickener (e.g., xanthan gum), and up to 100 wt% of water for underwater milling to obtain a finely ground active substance suspension. The suspension is diluted with water to obtain a stable active substance suspension. For FS type formulations, up to 40 wt% of a binder (e.g., polyvinyl alcohol) is added.

[0907] vi) Water-dispersible particles and water-soluble particles (WG, SG)

[0908] 50-80% by weight of the compound of formula (I) of the present invention, or a combination comprising at least one compound of formula (I) (component A) and at least one other compound selected from herbicidal compound B (component B) and safener C (component C), is finely milled with the addition of up to 100% by weight of a dispersant and wetting agent (e.g., sodium lignin sulfonate and alcohol ethoxylate) and prepared into water-dispersible or water-soluble granules using industrial equipment (e.g., extruder, spray tower, fluidized bed). Diluting with water yields a stable dispersion or solution of the active substance.

[0909] vii) Water-dispersible powders and water-soluble powders (WP, SP, WS)

[0910] 50-80% by weight of a compound of formula (I) of the present invention, or a combination comprising at least one compound of formula (I) (component A) and at least one other compound selected from herbicidal compound B (component B) and safener C (component C), is milled in a rotor-stator mill with the addition of 1-5% by weight of a dispersant (e.g., sodium lignin sulfonate), 1-3% by weight of a wetting agent (e.g., alcohol ethoxylate), and up to 100% by weight of a solid carrier (e.g., silica gel). The mixture is diluted with water to obtain a stable dispersion or solution of the active substance.

[0911] viii) Gel (GW, GF)

[0912] In a stirred ball mill, 3-10 wt% of a dispersant (e.g., sodium lignin sulfonate), 1-5 wt% of a thickener (e.g., carboxymethyl cellulose), and up to 100 wt% of 5-25 wt% of a compound of formula (I) of the present invention, or a combination comprising at least one compound of formula (I) (component A) and at least one other compound selected from herbicidal compound B (component B) and safener C (component C), are added to obtain a fine suspension of the active substance. Diluting with water yields a stable suspension of the active substance.

[0913] iv) Microemulsions (ME)

[0914] Add 5-20% by weight of the compound of formula (I) of the present invention or a combination comprising at least one compound of formula (I) (component A) and at least one other compound selected from herbicide compound B (component B) and safener C (component C) to 5-30% by weight of an organic solvent blend (e.g., fatty acid dimethylamide and cyclohexanone), 10-25% by weight of a surfactant blend (e.g., alcohol ethoxylate and arylphenol ethoxylate), and 100% by weight of water. Stir the mixture for 1 hour to spontaneously generate a thermodynamically stable microemulsion.

[0915] iv) Microcapsules (CS)

[0916] An oil phase comprising 5-50 wt% of a compound of formula (I) of the present invention or a combination comprising at least one compound of formula (I) (component A) and at least one other compound selected from herbicidal compound B (component B) and safener C (component C), 0-40 wt% of a water-insoluble organic solvent (e.g., aromatic hydrocarbons), and 2-15 wt% of an acrylic monomer (e.g., methyl methacrylate, methacrylic acid, and di- or triacrylate) is dispersed in an aqueous solution of a protective colloid (e.g., polyvinyl alcohol). Free radical polymerization initiated by a free radical initiator results in the formation of poly(meth)acrylate microcapsules. Alternatively, an oil phase comprising 5-50 wt% of a compound of formula (I) of the present invention, 0-40 wt% of a water-insoluble organic solvent (e.g., aromatic hydrocarbons), and an isocyanate monomer (e.g., diphenylmethane-4,4'-diisocyanate) is dispersed in an aqueous solution of a protective colloid (e.g., polyvinyl alcohol). The addition of a polyamine (e.g., hexamethylenediamine) results in the formation of polyurea microcapsules. The monomer amount is 1-10 wt%. wt% refers to the entire CS formulation.

[0917] ix) Sprinkleable powder (DP, DS)

[0918] 1-10% by weight of the compound of formula (I) of the present invention or a combination of at least one compound of formula (I) (component A) and at least one other compound selected from herbicidal compound B (component B) and safer agent C (component C) is finely ground and thoroughly mixed with up to 100% by weight of a solid carrier (e.g., finely ground kaolin).

[0919] x) particles (GR, FG)

[0920] 0.5-30% by weight of the compound of formula (I) of the present invention, or a combination comprising at least one compound of formula (I) (component A) and at least one other compound selected from herbicidal compound B (component B) and safener C (component C), is finely ground and combined with up to 100% by weight of a solid carrier (e.g., silicate). Granulation is achieved by extrusion, spray drying, or fluidized bed.

[0921] xi) Ultra-low volume liquids (UL)

[0922] Dissolve 1-50% by weight of the compound of formula (I) of the present invention or a combination comprising at least one compound of formula (I) (component A) and at least one other compound selected from herbicidal compound B (component B) and safener C (component C) in an organic solvent (e.g., an aromatic hydrocarbon) added to 100% by weight.

[0923] Formulation types i)-xi) may optionally contain other adjuvants, such as 0.1-1% by weight of bactericide, 5-15% by weight of antifreeze, 0.1-1% by weight of defoamer and 0.1-1% by weight of colorant.

[0924] Formulations and / or combinations typically contain 0.01-95% by weight, preferably 0.1-90% by weight, and especially 0.5-75% by weight of compound (I). Compound (I) is used with a purity of 90-100%, preferably 95-100% (based on NMR spectroscopy).

[0925] For treating plant propagation material, especially seeds, seed treatment solutions (LS), suspension emulsions (SE), flowable concentrates (FS), dry treatment powders (DS), water-dispersible powders for slurry treatment (WS), water-soluble powders (SS), emulsions (ES), emulsifiable concentrates (EC), and gels (GF) are commonly used. These formulations, after dilution 2-10 times, provide an active ingredient concentration of 0.01-60% by weight, preferably 0.1-40% by weight, in ready-to-use formulations. (Down)

[0926] Methods of applying compounds of formula (I), their formulations, and / or combinations to plant propagation material, especially seeds, include seed dressing, coating, granulation, powdering, soaking, and furrow application. Preferably, compounds of formula (I), their formulations, and / or combinations are applied to the plant propagation material by methods that do not induce germination, such as seed dressing, granulation, coating, and powdering.

[0927] Various types of oils, wetting agents, adjuvants, fertilizers or micronutrients and other pesticides (e.g., herbicides, insecticides, fungicides, growth regulators, safeners) can be added as premixes or, if appropriate, immediately before use (in a barrel mix) to compounds of formula (I), formulations containing them, and / or combinations thereof. These agents can be mixed with the formulations of the present invention at a weight ratio of 1:100-100:1, preferably 1:10-10:1.

[0928] Users typically use compounds of formula (I) of the present invention, formulations comprising them, and / or combinations thereof in pre-dosing devices, backpack sprayers, spray cans, spray aircraft, or irrigation systems. The formulation is typically prepared to the desired application concentration with water, buffers, and / or other adjuvants to obtain a ready-to-use spray or a formulation of the present invention. 20-2000 liters, preferably 50-400 liters, of ready-to-use spray are typically applied per hectare of agricultural use area.

[0929] According to one embodiment, the user can mix the components of the formulation of the present invention or a portion of the premixed components, such as the components comprising the compound of formula (I) and optionally, the active substances selected from groups B and / or C), in a spray can, and other adjuvants and additives may be added if appropriate.

[0930] In another embodiment, the user can mix the components of the formulation of the present invention, such as the parts of a packaged kit or the parts of a binary or ternary mixture, in a spray can and, if appropriate, add other adjuvants.

[0931] In another embodiment, the components or partially premixed components of the formulation of the present invention may be applied in combination (e.g., after barrel mixing) or sequentially, such as components comprising the compound of formula (I) and optionally, active substances selected from groups B and / or C).

[0932] Compounds of formula (I) are suitable as herbicides. They are suitable either directly as suitable formulations or in combination with at least one other compound selected from herbicidal active compound B (component B) and safener C (component C).

[0933] Compounds of formula (I), or formulations and / or combinations thereof containing formula (I), are highly effective at controlling unwanted plants in non-crop areas, especially at high application rates. They act on broadleaf and grass weeds in crops such as wheat, rice, maize, soybean, and cotton without causing any significant damage to the crops. This effect is primarily observed at low application rates.

[0934] In particular, compounds of formula (I) or formulations and / or combinations thereof containing compounds of formula (I) may be used to control at least one of the following undesirable plant species: Abutilon theophrasti (ABUTH), Alopercurus myosuroides (ALOMY), Amaranthus retroflexus (AMARE), Apera spica-venti (APESV), Avena fatua (AVEFA), Echinocloa crus-galli (ECHCG), Lolium multiflorum (LOLMU), Fallopia convolvulus (POLCO), Setaria viridis (SETVI), and Setaria faberi (SETFA). Specifically, the compound of formula (I) or formulations and / or combinations thereof containing the compound of formula (I) may be used to control at least one of the following undesirable plant species: Abutilon theophrasti (ABUTH), Alopercurus myosuroides (ALOMY), Apera spica-venti (APESV), Avena fatua (AVEFA), Echinocloa crus-galli (ECHCG), and Setaria viridis (SETVI).

[0935] Compounds of formula (I) or formulations and / or combinations thereof are applied to plants primarily by foliar spraying. Application can be made using conventional spraying techniques with a volume of approximately 100-1000 l / ha (e.g., 300-400 l / ha) using, for example, water as a carrier. Compounds of formula (I) or formulations and / or combinations thereof may also be applied by low-volume or ultra-low-volume methods or in microparticle form.

[0936] The application of compounds of formula (I) or formulations and / or combinations thereof may be carried out before, during and / or after unwanted plant emergence, preferably during and / or after.

[0937] The application of the compound or formulation and / or combination of formula (I) can be carried out before or during sowing.

[0938] Compounds of Formula (I) or formulations and / or combinations thereof may be applied pre-emergence, post-emergence, or before planting, or together with crop seeds. Compounds of Formula (I) or formulations and / or combinations thereof may also be applied by pre-treating crop seeds with compounds of Formula (I) or formulations and / or combinations thereof. If the active ingredient is not well tolerated by certain crops, an application technique (post-guided, final tillage procedure) may be used in which the combination is sprayed with a spraying device to minimize contact with the leaves of sensitive crops, allowing the active ingredient to reach the leaves of unwanted plants growing underneath or the bare soil surface.

[0939] In another embodiment, the compound of formula (I) or formulations and / or combinations thereof may be applied by treating the seeds. Seed treatment generally comprises all procedures well known to those skilled in the art based on the compound of formula (I) or formulations and / or combinations thereof (seed dressing, seed coating, seed dusting, seed soaking, seed coating, multi-layer seed coating, seed hulling, seed dripping, and seed granulation). The combination may be applied diluted or undiluted.

[0940] The term "seed" includes all types of seeds, such as corn, seeds, fruits, tubers, seedlings, and similar forms. The preferred term used here describes corn and its seeds. The seeds used can be from the aforementioned crop plants, but can also be from genetically modified plants or plants obtained through conventional breeding methods.

[0941] When used in plant protection, the amount of active substance without formulation adjuvants, i.e., compound of formula (I), component B and suitable component C, is 0.001-2 kg / ha, preferably 0.005-2 kg / ha, more preferably 0.05-0.9 kg / ha, especially 0.1-0.75 kg / ha, depending on the desired effect.

[0942] In another embodiment of the invention, the application rate of the compound of formula (I), component B and suitable component C is 0.001-3 kg / ha, preferably 0.005-2.5 kg / ha, especially 0.01-2 kg / ha of active substance (as).

[0943] In another preferred embodiment of the invention, the application rate (total amount of compound (I)) of the compound of the present invention depends on the target of control, season, target plant and growth stage and is 0.1-3000 g / ha, preferably 10-1000 g / ha.

[0944] In another preferred embodiment of the invention, the application rate of the compound of formula (I) is 0.1-5000 g / ha, preferably 1-2500 g / ha or 5-2000 g / ha.

[0945] In another preferred embodiment of the invention, the application rate of the compound of formula (I) is 0.1-1000 g / ha, preferably 1-750 g / ha, more preferably 5-500 g / ha.

[0946] The required application rate of herbicide compound B is typically 0.0005-2.5 kg / ha, preferably 0.005-2 kg / ha or 0.01-1.5 kg / ha as.

[0947] The required application rate of safety agent C is typically 0.0005-2.5 kg / ha, preferably 0.005-2 kg / ha or 0.01-1.5 kg / ha as.

[0948] In the treatment of plant propagation materials such as seeds, for example by powdering, coating or soaking the seeds, the required amount of active material is usually 0.1-1000g, preferably 1-1000g, more preferably 1-100g, and most preferably 5-100g / 100kg of plant propagation material (preferably seeds).

[0949] In another embodiment of the invention, in order to treat the seeds, the amount of the active substance, namely the compound of formula (I), component B and suitable component C, applied is typically 0.001-10 kg / 100 kg of seeds.

[0950] When used to protect materials or store products, the amount of active substance applied depends on the type of area to be treated and the desired effect. In material protection, the typical application amount is 0.001 g to 2 kg, preferably 0.005 g to 1 kg of active substance per cubic meter of treated material.

[0951] In the case of the combination of the present invention, it is not important whether the compound of formula (I) and other components B and / or components C are formulated and applied together or separately.

[0952] When applied separately, the order in which they are applied is less important. The only requirement is that the compound of formula (I) and other components B and / or C are applied within a timeframe that allows these active ingredients to act on the plant simultaneously, preferably within a timeframe of up to 14 days, and especially up to 7 days.

[0953] Depending on the method of application, compounds of formula (I) or formulations and / or combinations thereof may be used additionally on many other crops to eliminate unwanted plants. Suitable crop examples include: onion (Allium cepa), pineapple (Ananas comosus), peanut (Arachis hypogaea), asparagus (Asparagus officinalis), oat (Avena sativa), beet (Beta vulgaris spec.altissima), beet (Beta vulgaris spec.rapa), European rapeseed (Brassica napus var.napus), rutabaga (Brassica napus var.napobrassica), rutabaga (Brassica rapa var.silvestris), kale (Brassica oleracea), black mustard (Brassica nigra), large-leaf tea (Camellia sinensis), safflower (Carthamus tinctorius), American pecan (Carya illinoinensis), lemon (Citrus limon), sweet orange (Citrus sinensis), small-fruit coffee (Coffea arabica) (medium-fruit coffee (Coffea arabica)) The following are genera of plants: canephora, coffee (Coffealiberica), cucumber (Cucumis sativus), bermudagrass (Cynodon dactylon), carrot (Daucus carota), oil palm (Elaeis guineensis), European strawberry (Fragaria vesca), soybean (Glycine max), upland cotton (Gossypium hirsutum) (tree cotton (Gossypium arboreum), grass cotton (Gossypium herbaceum), Gossypium vitifolium), sunflower (Helianthus annuus), Hevea brasiliensis, barley (Hordeum vulgare), hops (Humulus lupulus), sweet potato (Ipomoea batatas), walnut (Juglansregia), lentil (Lens culinaris), flax (Linum usitatissimum), tomato (Lycopersiconlycopersicum), and apple (Malus spec.).), cassava (Manihot esculenta), alfalfa (Medicagosativa), banana (Musa spec.), tobacco (Nicotiana tabacum) (yellow-flowered tobacco (N. rustica)), olive (Olea europaea), rice (Oryza sativa), golden bean (Phaseolus lunatus), common bean (Phaseolus vulgaris), European spruce (Picea abies), pine (Pinus spec.), pistachio (Pistacia vera), Pisumsativum, European sweet cherry (Prunus avium), Prunus persica, pear (Pyrus communis), apricot (Prunus armeniaca), European sour cherry (Prunus cerasus), almond (Prunus dulcis) and European plum (Prunus domestica), Ribes sylvestre, castor bean (Ricinus communis), sugarcane (Saccharum officinarum), rye (Secale cereale), white mustard (Sinapis) The following crops are listed: *Solanum tuberosum*, *Sorghum bicolor* (sorghum vulgare), *Theobromacacao*, *Trifolium pratense*, *Triticum aestivum*, *Triticale*, *Triticum durum*, broad bean (*Vicia faba*), grape (*Vitis vinifera*), and maize (*Zea mays*).

[0954] Preferred crops include peanut (Arachis hypogaea), sugar beet (Beta vulgarisspec.altissima), European rapeseed (Brassica napus var.napus), kale (Brassica oleracea), lemon (Citrus limon), sweet orange (Citrus sinensis), small-fruited coffee (Coffea arabica) (medium-fruited coffee (Coffea canephora), large-fruited coffee (Coffea liberica)), bermudagrass (Cynodon dactylon), soybean (Glycine max), upland cotton (Gossypium hirsutum) (tree cotton (Gossypium arcoreum), herb cotton (Gossypium herbaceum), Gossypium vitifolium), sunflower (Helianthus annuus), barley (Hordeum vulgare), walnut (Juglans regia), lentil (Lens culinaris), flax (Linum usitatissimum), and tomato (Lycopersicon). lycopersicum), Malus spec., Alfalfa (Medicago sativa), Tobacco (Nicotiana tabacum) (Yellow-flowered Tobacco (N. rustica)), Olive (Olea europaea), Rice (Oryza sativa), Golden Bean (Phaseolus lunatus), Common Bean (Phaseolus vulgaris), Pistachio (Pistacia vera), Pisum sativum, Almond (Prunus dulcis), Sugarcane (Saccharum officinarum), Rye (Secale cereale), Potato (Solanum tuberosum), Bicolor Sorghum (Sorghum vulgare) (Triticale), Common Wheat (Triticumaestivum), Durum Wheat (Triticum durum), Broad Bean (Vicia faba), Grape (Vitis vinifera), and Maize (Zea mays).

[0955] The preferred crops are cereal crops, corn, soybeans, rice, oilseed rape, cotton, potatoes, peanuts, or perennial crops.

[0956] The compounds of formula (I) of the present invention, or formulations and / or combinations thereof, can also be used in crops that have been modified by mutagenesis or genetic engineering to provide new traits to plants or to modify existing traits.

[0957] The term “crop” as used in this article also includes plants (agricultural crops) that have been modified by mutagenesis or genetic engineering to provide new traits or modify existing traits.

[0958] Mutagenesis includes random mutagenesis techniques using X-rays or mutagenic chemicals, but there are also targeted mutagenesis techniques to induce mutations at specific locations in the plant genome. Targeted mutagenesis techniques typically use oligonucleotides or proteins such as CRISPR / Cas, zinc finger nucleases, TALENs, or a wide range of nucleases to achieve a targeted effect.

[0959] Genetic engineering typically uses recombinant DNA techniques, which are not easily obtained naturally through hybridization, mutagenesis, or natural recombination, to produce modifications in the plant genome. One or more genes are usually integrated into the plant genome to add or improve traits. These integrated genes are also known in the field as transgenes, and plants containing such transgenes are called transgenic plants. This plant conversion method usually produces several conversion events, which differ in the genomic location where the transgene has been integrated. Plants containing a specific transgene at a specific genomic location are often described as containing a specific "event," which is referred to by the event name. Traits that have been introduced into plants or modified include herbicide tolerance, insect resistance, increased yield, and tolerance to abiotic conditions such as drought.

[0960] Herbicide tolerance has been developed through mutagenesis and genetic engineering. Plants conferred tolerance to acetolactate synthase (ALS) inhibitor herbicides by conventional mutagenesis and breeding methods include those named after herbicides such as... Commercially available plant varieties. However, most herbicide tolerance traits have been developed through the use of genetic modification.

[0961] The herbicides glyphosate, glufosinate, 2,4-D, dicamba, oxynil (such as bromoxynil and ioxynil), sulfonylurea herbicides, ALS inhibitor herbicides, and 4-hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors such as isopropionate have been tested. Isoxaflutole and mesotrione develop herbicide tolerance.

[0962] Transgenic herbicides already used to provide herbicide tolerance traits include: glyphosate tolerance: cp4 epsps, epsps grg23ace5, mepsps, 2mepsps, gat4601, gat4621, goxv247; glufosinate tolerance: pat and bar; 2,4-D tolerance: aad-1 and aad-12; dicamba tolerance: dmo; oxynil herbicide tolerance: bxn; sulfonylurea herbicide tolerance: zm-hra, csr1-2, gm-hra, S4-HrA; ALS inhibitor herbicide tolerance: csr1-2; HPPD inhibitor herbicide tolerance: hppdPF, W336, and avhppd-03.

[0963] Transgenic maize varieties containing herbicide tolerance genes include, for example, DAS40278, MON801, MON802, MON809, MON810, MON832, MON87411, MON87419, MON87427, MON88017, MON89034, NK603, GA21, MZHG0JG, and HCEM485. 676, 678, 680, 33121, 4114, 59122, 98140, Bt10, Bt176, CBH-351, DBT418, DLL25, MS3, MS6, MZIR098, T25, TC1507 and TC6275, but others are not excluded.

[0964] Transgenic soybeans containing herbicide tolerance genes include, for example, GTS 40-3-2, MON87705, MON87708, MON87712, MON87769, MON89788, A2704-12, A2704-21, A5547-127, A5547-35, DP356043, DAS44406-6, DAS68416-4, DAS-81419-2, and GU262. W62, W98, FG72, and CV127, but others are not excluded.

[0965] Transgenic cotton events containing herbicide tolerance genes include, for example, 19-51a, 31707, 42317, 81910, 281-24-236, 3006-210-23, BXN10211, BXN10215, BXN10222, BXN10224, MON1445, MON1698, MON88701, MON88913, GHB119, GHB614, LLCotton25, T303-3, and T304-40, but others are not excluded.

[0966] Transgenic Carola events containing herbicide tolerance genes include, for example, MON88302, HCR-1, HCN10, HCN28, HCN92, MS1, MS8, PHY14, PHY23, PHY35, PHY36, RF1, RF2, and RF3, but others are not excluded.

[0967] Insect resistance is primarily developed by transferring bacterial genes encoding insecticidal proteins into plants. The most commonly used transgenes are toxin genes from the genus *Bacillus* spp. and their synthetic variants, such as cry1A, cry1Ab, cry1Ab-Ac, cry1Ac, cry1A.105, cry1F, cry1Fa2, cry2Ab2, cry2Ae, mcry3A, cry3.1Ab, cry3Bb1, cry34Ab1, cry35Ab1, cry9C, vip3A(a), and vip3Aa20. However, plant-derived genes, particularly those encoding protease inhibitors such as CpTI and pinII, are also transferred into other plants. Another approach uses transgenes to target and downregulate insect genes by producing double-stranded RNA in plants. An example of such a transgene is dvsnf7.

[0968] Transgenic maize events containing insecticidal protein genes or double-stranded RNA include, for example, Bt10, Bt11, Bt176, MON801, MON802, MON809, MON810, MON863, MON87411, MON88017, MON89034, 33121, 4114, 5307, 59122, TC1507, TC6275, CBH-351, MIR162, DBT418, and MZIR098, but others are not excluded.

[0969] Genetically modified soybeans containing insecticidal protein genes include, for example, MON87701, MON87751 and DAS-81419, but others cannot be ruled out.

[0970] Transgenic cotton events containing insecticidal protein genes include, for example, SGK321, MON531, MON757, MON1076, MON15985, 31707, 31803, 31807, 31808, 42317, BNLA-601, Event1, COT67B, COT102, T303-3, T304-40, GFM Cry1A, GK12, MLS 9124, 281-24-236, 3006-210-23, GHB119, and SGK321, but others are not excluded.

[0971] Increased yields are achieved by using, for example, the transgenic athb17 present in maize event MON87403 to increase ear biomass or by using, for example, the transgenic bbx32 present in soybean event MON87712 to increase photosynthesis.

[0972] Crops containing modified oil content have been produced using transgenic genes: gm-fad2-1, Pj.D6D, Nc.Fad3, fad2-1A, and fatb1-A. Soybean events containing at least one of these genes are: 260-05, MON87705, and MON87769.

[0973] Tolerance to abiotic conditions, especially drought tolerance, was improved through the use of transgenic cspB contained in the maize event MON87460 and through the use of the soybean event. The included transgenic Hahb-4 is produced.

[0974] Traits are typically combined by combining genes during conversion events or by combining different events during the breeding process. Preferred combinations of traits include herbicide tolerance to different classes of herbicides, insect tolerance to different insect species, especially tolerance to Lepidoptera and Coleoptera, herbicide tolerance combined with resistance to one or more insect species, herbicide tolerance combined with increased yield, and herbicide tolerance combined with tolerance to abiotic conditions.

[0975] Plants containing individual or stacked traits, as well as the genes and events that provide these traits, are well known in the art. For example, detailed information about mutagenic or integrated genes and corresponding events can be obtained from the websites of organizations such as the International Service for the Acquisition of Agri-biotech Applications (ISAAA) (http: / / www.isaaa.org / gmapprovaldatabase) and the Center for Environmental Risk Assessment (CERA) (http: / / cera-gmc.org / GMCropDatabase), as well as patent applications such as EP 3028573 and WO2017 / 011288.

[0976] The use of compounds of formula (I) of the present invention, or formulations and / or combinations thereof, on crops may result in effects specific to crops containing certain genes or events. These effects may involve changes in growth behavior or tolerance to biotic or abiotic stressors. Such effects may in particular include increased yield, increased resistance or tolerance to insect, nematode, fungal, bacterial, mycoplasma, viral, or viroid pathogens, as well as changes in early vigor, early or delayed maturity, cold or heat tolerance, and amino acid or fatty acid profiles or contents.

[0977] In addition, this includes plants that contain altered or new amounts of components through the use of recombinant DNA technology to particularly improve the production of raw materials, such as potatoes that produce increased amounts of amylopectin (e.g., potatoes). Potatoes (BASF SE, Germany).

[0978] Furthermore, compounds of formula (I) of the present invention, or formulations and / or combinations thereof, have been found to be suitable for defoliation and / or drying of plant parts of crops such as cotton, potatoes, rapeseed, sunflower, soybean, or broad beans, especially cotton. In this regard, formulations and / or combinations for crop drying and / or defoliation, methods for preparing these formulations and / or combinations, and methods for drying and / or defoliating plants using compounds of formula (I) have been discovered.

[0979] As a desiccant, the compound of formula (I) is particularly suitable for drying crops such as potatoes, rapeseed, sunflowers, and soybeans, as well as the above-ground parts of cereals. This makes fully mechanized harvesting of these important crops possible.

[0980] Also of economic significance is the promotion of harvesting citrus fruits, olives, and other pome, drupe, and nut fruits of various species and varieties, which is made possible by concentrated splitting or reduced adhesion to the tree within a certain timeframe. The same mechanism, namely promoting the formation of detachment tissue between the fruit or leaf portion and the branch portion of the plant, is also necessary for the controlled defoliation of useful plants, especially cotton.

[0981] In addition, the shortened time interval between the maturity of each cotton plant leads to improved fiber quality after harvest. Example

[0982] A Chemical Example

[0983] In chemical formulas, chemical bonds drawn as bars represent relative stereochemistry in ring systems. Example 1: Synthesis of (1S,4R)-4-{1-[(3,5-difluorophenyl)carbamoyl]cyclopropaneamide}cyclopent-2-ene-1-carboxylic acid methyl ester (Cpd I.2)

[0984]

[0985] To a solution of 1-[[(3,5-difluorophenyl)amino]carbonyl]cyclopropanecarboxylic acid (1) (18 mg, 0.075 mmol) (CAS: 1270737-04-6) in dimethylformamide (DMF), methyl (1S,4R)-4-aminocyclopent-2-ene-1-carboxylic acid hydrochloride (2, CAS [180196-56-9]) (15 mg, 0.082 mmol) was added. To the resulting solution, HATU (2-(7-aza-1H-benzotriazol-1-yl)-1,1,3,3-tetramethylurea hexafluorophosphate, CAS [148893-10-1]) (31 mg, 0.082 mmol) was added, followed by diisopropylethylamine (38 μL, 0.22 mmol). The resulting reaction mixture was stirred overnight at room temperature. Water and sodium bicarbonate solution were added to the reaction mixture. The reaction mixture was extracted with ethyl acetate, washed with water, dried (sodium sulfate), and the solvent was evaporated under reduced pressure. The crude product was purified by preparative HPLC (acetonitrile / water) to give compound I.2 (20 mg, 73%).

[0986] 1 ¹H NMR (400MHz, chloroform-d) δ 11.67 (s, 1H), 7.23–7.14 (m, 2H), 6.57–6.44 (m, 2H), 5.98–5.90 (m, 2H), 5.07–4.96 (m, 1H), 3.73 (s, 3H), 3.53 (dd, J = 8.3, 2.2 Hz, 1H), 2.34 (dt, J = 14.1, 8.1 Hz, 1H), 1.88 (d, J = 14.2 Hz, 1H), 1.80–1.73 (m, 2H), 1.42–1.34 (m, 1H), 1.35–1.27 (m, 1H).

[0987] High performance liquid chromatography: HPLC column Kinetex XB C18 1.7μm (50x2.1mm); eluent: acetonitrile / water + 0.1% trifluoroacetic acid (gradient from 5:95 to 100:0 over 1.5 min at 60 °C, flow rate gradient from 0.8 to 1.0 ml / min over 1.5 min).

[0988] Similar to the examples above, compounds of formula (I) were prepared starting from a commercially available diester and using a commercially available amine, wherein R 1 It is hydrogen and W passes through R 7 and R 8 Together with the carbon atoms they are bonded to, they form:

[0989]

[0990] Table 2 HPLC / MS = Mass-charge ratio

[0991]

[0992]

[0993]

[0994] B Application Examples

[0995] The herbicidal activity of the compound of formula (I) was demonstrated by the following greenhouse tests:

[0996] The culture containers used were plastic flowerpots containing loamy sand with approximately 3.0% humus as the substrate. Seeds of each variety were sown individually for testing.

[0997] For pre-emergence treatment, apply the active ingredient, either suspended or emulsified in water, directly after sowing using a fine-distribution nozzle. Gently irrigate the containers to promote germination and growth, then cover with a clear plastic cover until the test plants have rooted. This covering results in uniform germination of the test plants, unless this is disrupted by the active ingredient.

[0998] For post-emergence treatment, the test plants are first allowed to grow to a height of 3-15 cm, depending on the plant's habits, and only at this stage are they treated with the active ingredient suspended or emulsified in water. For this purpose, the test plants are either directly sown and grown in the same containers, or they are first allowed to grow individually as seedlings and then transplanted into the test containers a few days before treatment.

[0999] Depending on the variety, the test plants were kept at 10-25℃ or 20-35℃.

[1000] The testing period is 2-4 weeks. During this period, the test plants are cared for and their responses to each treatment are evaluated.

[1001] Evaluation is conducted using a rating scale of 0-100. 100 indicates no plant emergence or at least complete damage to the above-ground portion, while 0 indicates no damage or normal growth. Good weed control activity is rated 65-90, while very good weed control activity is rated 90-100.

[1002] The test plants used in the greenhouse experiment belong to the following varieties:

[1003] Bayer code Scientific name ABUTH Abutilon theophrasti ALOMY Alopercurus myosuroides APESV Apera spica-venti AVEFA Avena fatua ECHCG Echinocloa crus-galli SETVI Setaria viridis

[1004] At an application rate of 0.500 kg / ha, apply via pre-emergence method:

[1005] Compound I.1 showed very good herbicidal activity against APESV.

[1006] At an application rate of 0.500 kg / ha, apply via post-emergence method:

[1007] Compound I.1 showed good herbicidal activity against ALOMY.

[1008] Compound I.1 showed good herbicidal activity against AVEFA.

[1009] Compound I.1 showed good herbicidal activity against SETVI.

[1010] At an application rate of 0.250 kg / ha, apply via post-emergence method:

[1011] Compounds I.11 and I.13 showed good herbicidal activity against ALOMY.

[1012] Compounds I.3, I.5, I.6, I.7, I.11, I.13, and I.15 showed good removal properties for AVEFA.

[1013] Grass activity.

[1014] Compounds I.6, I.7, and I.12 showed good herbicidal activity against ECHCG.

[1015] At an application rate of 0.125 kg / ha, apply via post-emergence method:

[1016] Compound I.2 showed very good herbicidal activity against AVEFA.

[1017] Compound I.2 showed very good herbicidal activity against ALOMY.

[1018] Compound I.2 showed good herbicidal activity against ABUTH.

Claims

1. Compound of formula (I): The substituents have the following meanings: R 1 It is hydrogen; R 2 It is hydrogen; R 3 It can be hydrogen, halogen, C1-C3 alkyl, C1-C3 haloalkyl, C1-C3 alkoxy or C1-C3 haloalkoxy; R 4 It is hydrogen; R 5 It is hydrogen or halogen; R 6 It is hydrogen; R 7 and R 8 Together with the carbon atoms they are bonded to, they form saturated or partially unsaturated 3, 4, or 5-member monocyclic carbon rings W; R 9 It is hydrogen; X is a bond or group (X 1 ): Where R 10 and R 11 Each can be either hydrogen or methyl; Y is Z, or is surrounded by the CO2R group. e Substituted C1-C8 alkyl groups; Z is a 3, 4, 5, 6, or 7-membered saturated or partially unsaturated carbon ring, surrounded by the CO2R group. e Replace; and R e It is hydrogen or C1-C4 alkyl; This includes its agricultural salts, stereoisomers, and tautomers.

2. The compound claimed in claim 1, wherein... X is a bond and Z is a subgroup CO2R e The substituted 5-membered partially unsaturated carbon ring; wherein R e It is hydrogen or C1-C4 alkyl.

3. The compound claimed in claim 2, wherein R e It is a C1-C4 alkyl group.

4. The compound claimed in claim 1, wherein the substituents have the following meanings: R 1 It is hydrogen; R 2 It is hydrogen; R 3 It is a halogen, a C1-C3 alkyl, a C1-C3 haloalkyl, a C1-C3 alkoxy, or a C1-C3 haloalkoxy; R 4 It is hydrogen; R 5 It is hydrogen or halogen; R 6 It is hydrogen; R 7 and R 8 Together with the carbon atoms they are bonded to, they form saturated or partially unsaturated 3, 4, or 5-member monocyclic carbon rings W; R 9 It is hydrogen; X is the key; Y is Z, or is surrounded by the CO2R group. e Replacement C(R) 101 (R) 111 )-C1-C4 alkyl; Z is a 5-membered saturated or partially unsaturated carbon ring, surrounded by the CO2R group. e replace; R e It is hydrogen or C1-C4 alkyl; and R 101 and R 111 One of them is hydrogen and the other is either hydrogen or methyl.

5. The compound claimed in claim 4, wherein R 3 It is a halogen.

6. A composition comprising at least one compound as claimed in any one of claims 1-5 and an adjuvant commonly used in formulating article-protective mixtures.

7. The composition claimed in claim 6, wherein it comprises other herbicides.

8. Use of the compound claimed in any one of claims 1-5 or the composition claimed in claim 6 or 7 in the control of unwanted plants.

9. A method for controlling unwanted plants, comprising applying an effective amount of at least one compound claimed in any one of claims 1-5 or a composition claimed in claim 6 or 7 to the plant, its seeds and / or its growing area.

Images