Pyridine(thio)amides as fungicidal compounds.

Abstract

The present invention relates to pyridine (thio)amide compounds, processes and intermediates for their preparation, and their use for controlling plant pathogenic microorganisms, such as plant pathogenic fungi.

Description

[Technical Field]

[0001] The present invention relates to pyridine (thio)amide compounds and their use for controlling plant pathogenic microorganisms, such as plant pathogenic fungi, as well as to processes and intermediates for preparing these compounds. [Background technology]

[0002] Up to now, many crop protection agents have been developed to combat or prevent the spread of microorganisms.However, there is still a need to develop new compounds, in order to provide compounds that are effective against a wide range of plant pathogenic microorganisms such as fungi, have low toxicity, have high selectivity, or can be used at low application rates, and at the same time enable effective pest control.It is also desirable to have new compounds to prevent the emergence of resistance. Summary of the Invention

[0003] The present invention provides novel compounds for controlling plant pathogenic microorganisms, such as fungi, which have advantages over known compounds and compositions in at least some of their aspects.

[0004] Substituted benzylcarboxamides as herbicides are described in WO 2005 / 070889. WO 2010 / 049302 describes phenoxypyridylcarboxamides as GPBAR1 agonists for the treatment of diabetes. WO 2019 / 014352 describes phenylcarboxamides as sodium channel modulators. WO 2004 / 074280 discloses N-[2-(2-pyridinyl)ethyl)carboxamide derivatives as fungicides. DETAILED DESCRIPTION OF THE INVENTION

[0005] Compounds of formula (I) The present invention relates to a compound of formula (I):

[0006] [ka]

[0007] (wherein T is oxygen (O) or sulfur (S), n is 0 or 1, m is 0 or 1, If n is 0 and m is 0, then R 6 is C1-C3-alkoxy or C1-C3-haloalkoxy, where C1-C3-alkoxy or C1-C3-haloalkoxy is R 6 are substituted as defined for R 1 is hydrogen, hydroxyl, cyano, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkoxy-C1-C6-alkyl, -C(=O)R 10 , -C(=O)(OR 11 ), -S(=O)R 12 , -S(=O)2R 12 , -C(=O)N(R 13 )2, or -S(=O)2N(R 14 )2, R 10 , R 11 , and R 12 are independently C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl, or C2-C6-alkenyl, R 13 and R 14 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl, or C2-C6-alkenyl, R 2 and R 3 are independently hydrogen, halogen, cyano, hydroxyl, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-alkoxycarbonyl, or C3-C8-cycloalkyl, or R 2 and R 3together with the carbon atoms to which they are attached form a C3-C8-cycloalkyl ring or a 3- to 7-membered heterocyclyl ring, R 4 and R 5 are independently hydrogen, halogen, cyano, hydroxyl, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-alkoxycarbonyl, or C3-C8-cycloalkyl, or R 4 and R 5 together with the carbon atoms to which they are attached form a C3-C8-cycloalkyl ring or a 3- to 7-membered heterocyclyl ring, or R 2 and R 4 together with the carbon atoms to which they are attached form a C3-C8-cycloalkyl ring or a 3- to 7-membered heterocyclyl ring, and R 3 and R 5 are independently hydrogen or halogen; or R 2 and R 4 are taken together as the formula **-C(R 3 )=C(R 5 )- ## (wherein ** denotes N(R 1 ) and ## is R 6 forming a group of which the bond is the point of attachment to and R 3 and R 5 are independently hydrogen or C1-C6-alkyl, R 6 is C3-C 12 -carbocycle, C6-C 14 -aryl, 3- to 14-membered heterocyclyl, 5- to 14-membered heteroaryl, C3-C 12 -Carbocyclyloxy, C6-C 14-aryloxy, 5- to 14-membered heteroaryloxy, 3- to 14-membered heterocyclyloxy, C1-C3-alkoxy, or C1-C3-haloalkoxy; C1-C3-alkoxy and C1-C3-haloalkoxy are C3-C 12 -carbocycle, C6-C 14 - independently substituted with one substituent selected from the group consisting of aryl, 3- to 14-membered heterocyclyl, and 5- to 14-membered heteroaryl; Said C3-C 12 -carbocycle, C6-C 14 -aryl, 3- to 14-membered heterocyclyl, and 5- to 14-membered heteroaryl are each, in order, 1 to 4 R 6S optionally substituted with a substituent; C3-C 12 -carbocycle, C6-C 14 -aryl, 3- to 14-membered heterocyclyl, 5- to 14-membered heteroaryl, C3-C 12 -Carbocyclyloxy, C6-C 14 -aryloxy, 5- to 14-membered heteroaryloxy, and 3- to 14-membered heterocyclyloxy are each 1 to 4 R 6S optionally substituted with a substituent; R 6Sare independently halogen, cyano, isocyano, nitro, hydroxyl, mercapto, pentafluorosulfanyl, oxo, methylidene, halomethylidene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6 -Alkylsulfanyl, C1-C6-haloalkylsulfanyl, C3-C8-cycloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, -N(R 15 )2, -C(=O)R 16 , -C(=O)(OR 17 ), -C(=O)N(R 18 )2, -S(=O)2N(R 19 )2, -O-Si(C1-C6-alkyl)3, or -Si(C1-C6-alkyl)3, The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfin ... sulfonyl, C-C-haloalkylsulfonyl, -O-Si(C-C-alkyl) and -Si(C-C-alkyl) are further optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, hydroxyl, C-C-alkoxy, C-C-haloalkoxy, -O-Si(C-C-alkyl) -Si(C-C-alkyl), C-C-cycloalkyl, C-C-halocycloalkyl, and 3- to 7-membered heterocyclyl; and The C3-C8-cycloalkylsulfanyl, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, and 3- to 7-membered heterocyclyl are further optionally substituted by 1 to 4 substituents independently selected from the group consisting of halogen, cyano, nitro, hydroxyl, formyl, carboxyl, oxo, methylidene, halomethylidene, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkoxycarbonyl, C-C-haloalkoxycarbonyl, C-C-alkenyl, C-C-cycloalkyl, and C-C-halocycloalkyl; or two C1-C6-alkyl substituents attached to the same carbon atom form a C3-C8-cycloalkyl ring; or 2 R's 6Sthe substituents optionally together with the carbon atoms to which they are attached form a C3-C8-cycloalkyl ring, and R 15 is hydrogen, C1-C6-alkyl or C3-C8-cycloalkyl, said C1-C6-alkyl is further optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclyl; and said C3-C8-cycloalkyl is further optionally substituted by 1 to 4 substituents independently selected from the group consisting of halogen, cyano, nitro, hydroxyl, formyl, carboxyl, oxo, methylidene, halomethylidene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl, and C3-C8-halocycloalkyl; R 16 , R 17 , R 18 , and R 19 are independently hydrogen, C1-C6-alkyl, or C1-C6-haloalkyl, said C1-C6-alkyl or C1-C6-haloalkyl is further optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclyl; R 7represents hydrogen, halogen, cyano, isocyano, hydroxyl, mercapto, nitro, amino, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C3-C8-cycloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclyloxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl) 3、 -N(R 20 )2, -C(=NR 21 )R 22 , -NR 23 C(=O)R 24 , -C(=O)(OR 25 ), -C(=O)N(R 26 )2, -S(=O)2N(R 27 )2, or -S(=O)(=NR 28 )R 29 And, C1-C6-Alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, and C1-C6-haloalkylsulfonyl optionally have 1 to 3 R 7Sa is substituted with a substituent, C3-C8-Cycloalkylsulfanyl, C3-C8-Cycloalkylsulfinyl, C3-C8-Cycloalkylsulfonyl, C3-C8-Cycloalkyl, C3-C6-Cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, and 3- to 7-membered heterocyclyloxy optionally have 1 to 3 R 7Sc is substituted with a substituent, and R 20 is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, or 3- to 7-membered heterocyclyl; C1-C6-Alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, and C2-C6-haloalkynyl optionally have 1 to 3 R 7Sa is substituted with a substituent, and C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, and 3- to 7-membered heterocyclyl optionally have 1 to 3 substituents R 7Sc is replaced by R 21 and R 22 are independently hydrogen, hydroxyl, amino, cyano, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, mono-(C-C-alkyl)amino, or di-(C-C-alkyl)amino, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino, or di-(C1-C6-alkyl)amino optionally has 1 to 3 R 7Sa is substituted with a substituent, R 23 , R 24 , R 25 , R 26 , R 27 , R 28 , and R 29 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, and C3-C8-cycloalkyl, C1-C6-Alkyl and C1-C6-haloalkyl optionally have 1 to 3 substituents R 7Sa is replaced by and C3-C8-cycloalkyl optionally has 1 to 3 substituents R 7Sc is replaced by R 7Sa are independently cyano, hydroxyl, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C6-C 14 -aryl, or 3- to 7-membered heterocyclyl; R 7Scare independently halogen, cyano, nitro, hydroxyl, formyl, oxo, methylidene, halomethylidene, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkenyl, C-C-cycloalkyl, C-C-halocycloalkyl, -O-Si(C-C-alkyl)3, or 3- to 7-membered heterocyclyl, or Two C1-C6-alkyl substituents R attached to the same carbon atom 7Sc forms a C3-C8-cycloalkyl, R 8 is hydrogen, halogen, cyano, isocyano, amino, nitro, hydroxyl, mercapto, carboxyl, C1-C6-alkoxycarbonyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyl C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkenyl, C6-C 14 -aryl, 3- to 14-membered heterocyclyl, 5- to 14-membered heteroaryl, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 3- to 14-membered heterocyclyloxy, 5- to 14-membered heteroaryloxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -N(R 30 )2, -SR 31 , -S(=O)R 31 , or -S(=O)2R 31 And, wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3, and -Si(C1-C6-alkyl)3 are each independently selected from the group consisting of 1 to 3 R 8Sa optionally substituted with a substituent; The C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 3- to 14-membered heterocyclyl, 5- to 14-membered heteroaryl, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 3- to 14-membered heterocyclyloxy, and 5- to 14-membered heteroaryloxy are each a group selected from 1 to 3 R 8Sc optionally substituted with a substituent; and R 30 is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- to 14-membered heteroaryl, or 3- to 7-membered heterocyclyl; The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C 6-ハロ Alkenyl, C2-C6-alkynyl, and C2-C6-haloalkynyl are each, in order, one to three R 8Sa optionally substituted with a substituent; The C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C14 -aryl, 5- to 14-membered heteroaryl, and 3- to 7-membered heterocyclyl are each, in order, one to three R 8Sc optionally substituted with a substituent; R 31 is C2-C6-alkenyl, C2-C 6-ハロ Alkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- to 14-membered heteroaryl, or 3- to 7-membered heterocyclyl; C2-C6-alkenyl, C2-C 6-ハロ Alkenyl, C2-C6-alkynyl, and C2-C6-haloalkynyl are each, in order, one to three R 8Sa optionally substituted with a substituent; The C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- to 14-membered heteroaryl, and 3- to 7-membered heterocyclyl are each, in order, one to three R 8Sc optionally substituted with a substituent; and R 8Sa is cyano, amino, nitro, hydroxyl, formyl, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl) 3、 3- to 7-membered heterocyclyl, and -N(R 32 )2 independently selected from the group consisting of: the 3- to 7-membered heterocyclyl is optionally substituted in turn with 1 to 3 C1-C6-alkyl substituents, which may be the same or different, R 32 is hydrogen, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl or C1-C6-alkylcarbonyl, R 8Sc are independently selected from the group consisting of halogen, cyano, amino, nitro, hydroxyl, formyl, carboxyl, oxo, methylidene, halomethylidene, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkoxycarbonyl, C-C-haloalkoxycarbonyl, C-C-alkenyl, C-C-alkylsulfanyl, C-C-alkylsulfinyl, C-C-alkylsulfonyl, C-C-cycloalkyl, C-C-halocycloalkyl, —O—Si(C-C-alkyl)3, and 3- to 7-membered heterocyclyl, The 3- to 7-membered heterocyclyl is optionally substituted in turn with 1 to 3 C1-C6-alkyl substituents, which may be the same or different; or 2 R's 8Sc the substituents optionally together with the carbon atoms to which they are attached form a C3-C8-cycloalkyl ring or a 3- to 7-membered heterocyclyl ring; the 3- to 7-membered heterocyclyl ring is optionally substituted in turn with 1 to 3 C1-C6-alkyl substituents, which may be the same or different, R 9 is hydrogen, halogen, cyano, or C1-C4-alkyl, Q is phenyl, azulenyl, naphthyl, C3-C 12 -carbocycle, 3- to 14-membered heterocyclyl, or 5- to 14-membered heteroaryl; Phenyl is 1 to 5 Q S is substituted with a substituent, and Azulenyl, naphthyl, C3-C 12-Carbocycle, 3- to 14-membered heterocyclyl, and 5- to 14-membered heteroaryl optionally have 1 to 5 Q S is substituted with a substituent, Q S is halogen, cyano, isocyano, nitro, hydroxyl, mercapto, formyl, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyl Oxy, C2-C6-haloalkenyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclyl, phenyl, naphthyl, 5- to 14-membered heteroaryl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -OC(=O)R 33 , -NR 34 C(=O)R 35 , -C(=O)N(R 36 )2, C(=S)R 37 , -C(=S)N(R 38 )2, -C(=NR 39 )R 40 , -C(=NOR 41 )R 42 , and -N(R 43 )2 independently selected from the group consisting of: The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C 6-ハロ Alkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3, and -S i(C1-C6-alkyl)3 is optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, amino, nitro, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclyl; wherein said C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclyl, phenyl, naphthyl, and 5- to 14-membered heteroaryl are optionally substituted by 1 to 3 substituents independently selected from the group consisting of halogen, cyano, amino, nitro, hydroxyl, formyl, carboxyl, oxo, methylidene, halomethylidene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, and 3- to 7-membered heterocyclyl; said C3-C8-cycloalkyl, C3-C8-halocycloalkyl and 3- to 7-membered heterocyclyl are optionally substituted with two substituents which in turn, together with the carbon atom to which they are attached, form a C3-C8-cycloalkyl, R 34 , R 35 , R 36 , R 37 , R 38 , R 39 , R 40 , R 41 , and R 42 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, or C1-C6-alkoxy, wherein the C-C-alkyl, C-C-haloalkyl, and C-C-alkoxy are optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, amino, nitro, hydroxyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkoxycarbonyl, C-C-haloalkoxycarbonyl, C-C-cycloalkyl, C-C-halocycloalkyl, -Si(C-C-alkyl) and 3- to 7-membered heterocyclyl; and R 43 are independently hydrogen, hydroxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C 6-ハロ alkenyl, or C3-C8-cycloalkyl, The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, and C2-C 6-ハロ alkenyl is optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, amino, nitro, hydroxyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkoxycarbonyl, C-C-haloalkoxycarbonyl, C-C-cycloalkyl, C-C-halocycloalkyl, -Si(C-C-alkyl) and 3- to 7-membered heterocyclyl; said C3-C8-cycloalkyl is optionally substituted by 1 to 3 substituents independently selected from the group consisting of halogen, cyano, amino, nitro, hydroxyl, formyl, carboxyl, oxo, methylidene, halomethylidene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, and 3- to 7-membered heterocyclyl; wherein the C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclyl are optionally substituted with two substituents which, taken together with the carbon atom to which they are attached, form a C3-C8-cycloalkyl, a compound of formula (I) which is not 3-chloro-N-[4-(methylsulfanyl)benzyl]-5-(tetrahydrofuran-2-yloxy)isonicotinamide; and salts, N-oxides, and solvates thereof.

[0008] The present invention relates to compositions comprising at least one compound of formula (I) as defined herein and at least one agriculturally suitable adjuvant.

[0009] The present invention also relates to the use of a compound of formula (I) as defined herein or a composition as defined herein for controlling phytopathogenic fungi.

[0010] The present invention relates to a method for controlling plant pathogenic fungi, comprising the step of applying to a plant, a plant part, a seed, a fruit, or the soil in which the plant grows at least one compound of formula (I) as defined herein or a composition as defined herein.

[0011] The present invention also relates to processes and intermediates for preparing compounds of formula (I).

[0012] Unless otherwise stated, the following definitions apply to substituents and radicals used throughout the specification and claims. As used herein, the term "halogen" refers to a fluorine, chlorine, bromine, or iodine atom.

[0013] The term "methylidene," as used herein, refers to a CH2 group attached to a carbon atom through a double bond.

[0014] The term "halomethylidene," as used herein, refers to a CX2 group attached to a carbon atom through a double bond, where X is a halogen.

[0015] The term "oxo," as used herein, refers to an oxygen atom attached to a carbon or sulfur atom through a double bond.

[0016] The term "C1-C6-alkyl" as used herein refers to a saturated, branched, or straight hydrocarbon chain having 1, 2, 3, 4, 5, or 6 carbon atoms. Examples of C1-C6-alkyl include, but are not limited to, methyl, ethyl, propyl (n-propyl), 1-methylethyl (iso-propyl), butyl (n-butyl), 1-methylpropyl (sec-butyl), 2-methylpropyl (iso-butyl), 1,1-dimethylethyl (tert-butyl), pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, hexyl, 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 particular, the hydrocarbon chain has 1, 2, 3 or 4 carbon atoms ("C1-C4-alkyl"), for example methyl, ethyl, propyl, iso-propyl, butyl, sec-butyl, iso-butyl or tert-butyl.

[0017] As used herein, the terms "C3-C8-cycloalkyl" and "C3-C8-cycloalkyl ring" refer to a saturated monocyclic hydrocarbon ring containing 3, 4, 5, 6, 7, or 8 carbon atoms. Examples of C3-C8-cycloalkyl include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl. In particular, the cycloalkyl has 3 to 6 carbon atoms.

[0018] The term "C2-C6-alkenyl" as used herein refers to an unsaturated branched or linear hydrocarbon chain having 2, 3, 4, 5, or 6 carbon atoms and containing at least one double bond. Examples of C2-C6-alkenyl include ethenyl (or "vinyl"), prop-2-en-1-yl (or "allyl"), prop-1-en-1-yl, but-3-enyl, but-2-enyl, but-1-enyl, pent-4-enyl, pent-3-enyl, pent-2-enyl, pent-1-enyl, hex-5-enyl, hex-4-enyl, hex-3-enyl, hex-2-enyl, hex-1-enyl, prop-1-en-2-yl (or aryl). or "isopropenyl") group, 2-methylprop-2-enyl group, 1-methylprop-2-enyl group, 2-methylprop-1-enyl group, 1-methylprop-1-enyl group, 3-methylbut-3-enyl group, 2-methylbut-3-enyl group, 1-methylbut-3-enyl group, 3-methylbut-2-enyl group, 2-methylbut-2-enyl group, 1-methylbut-2-enyl group, 3-methylbut-1-enyl group, 2-methylbut-1-enyl group, 1-methylbut-1-enyl group, 1,1-dimethylprop-2-enyl group, 1-ethylprop-1-enyl group, 1-propylvinyl group, 1-isopropylvinyl group, 4-methylpent-4-enyl group, 3-methylpent-4-enyl group, 2-methylpent-4-enyl group, 1-methylpent-4-enyl group, 4-methylpent-3-enyl group, 3-methylpent-3-enyl group, 2-methylpent-3-enyl group, 1-methylpent but-3-enyl group, 4-methylpent-2-enyl group, 3-methylpent-2-enyl group, 2-methylpent-2-enyl group, 1-methylpent-2-enyl group, 4-methylpent-1-enyl group, 3-methylpent-1-enyl group, 2-methylpent-1-enyl group, 1-methylpent-1-enyl group, 3-ethylbut-3-enyl group, 2-ethylbut-3-enyl group, 1-ethylbut-3-enyl group enyl group, 3-ethylbut-2-enyl group, 2-ethylbut-2-enyl group, 1-ethylbut-2-enyl group, 3-ethylbut-1-enyl group, 2-ethylbut-1-enyl group, 1-ethylbut-1-enyl group, 2-propylprop-2-enyl group, 1-propylprop-2-enyl group, 2-isopropylprop-2-enyl group, 1-isopropylprop-2-enyl group, 2-propylprop Examples of the alkyl group include, but are not limited to, 1-propylprop-1-enyl, 2-isopropylprop-1-enyl, 1-isopropylprop-1-enyl, 3,3-dimethylprop-1-enyl, 1-(1,1-dimethylethyl)ethenyl, buta-1,3-dienyl, penta-1,4-dienyl, hexa-1,5-dienyl, or methylhexadienyl.

[0019] The term "C2-C6-alkynyl" as used herein refers to a branched or straight hydrocarbon chain having 2, 3, 4, 5, or 6 carbon atoms and containing at least one triple bond. Examples of C2-C6-alkynyl include ethynyl, prop-1-ynyl, prop-2-ynyl hydrocarbon chain (or "propargyl"), but-1-ynyl, but-2-ynyl, but-3-ynyl, pent-1-ynyl, pent-2-ynyl, pent-3-ynyl, pent-4-ynyl, hex-1-ynyl, hex-2-ynyl, hex-3-ynyl, hex-4-ynyl, hex-5-ynyl, 1-methylprop-2-ynyl, 2-methylbut-3-ynyl, 1-methylbut-3-ynyl, 1-methylbut-2-ynyl, 3-methylbut-1-ynyl, 1-ethylprop-2-ynyl, 3-methylpent-4-ynyl, 2-methylpent-4-ynyl, 2-methylpent-5-ynyl, 2-methylpent-6-ynyl, 2-methylpent-7-ynyl, 2-methylpent-8-ynyl, 2-methylpent-9-ynyl, 2-methylpent-10-ynyl, 2-methylpent-11-ynyl, 2-methylpent-12-ynyl, 2-methylpent-13-ynyl, 2-methylpent-14-ynyl, 2-methylpent-15-ynyl, 2-methylpent-16-ynyl, 2-methylpent-17-ynyl, 2-methylpent-18-ynyl, 2-methylpent-19 ... Examples of methylpent-4-ynyl groups include, but are not limited to, 1-methylpent-4-ynyl, 2-methylpent-3-ynyl, 1-methylpent-3-ynyl, 4-methylpent-2-ynyl, 1-methylpent-2-ynyl, 4-methylpent-1-ynyl, 3-methylpent-1-ynyl, 2-ethylbut-3-ynyl, 1-ethylbut-3-ynyl, 1-ethylbut-2-ynyl, 1-propylprop-2-ynyl, 1-isopropylprop-2-ynyl, 2,2-dimethylbut-3-ynyl, 1,1-dimethylbut-3-ynyl, 1,1-dimethylbut-2-ynyl, or 3,3-dimethylbut-1-ynyl.

[0020] The term "C1-C6-haloalkyl" as used herein refers to a C1-C6-alkyl group, as defined above, in which one or more hydrogen atoms are replaced with one or more halogen atoms, which may be the same or different.Examples of C1-C6-haloalkoxy include but are not limited to chloromethyl, bromomethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl, chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl, 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, pentafluoroethyl, and 1,1,1-trifluoroprop-2-yl. Fluoromethyl, difluoromethyl, trifluoromethyl, fluoroethyl, 2-fluoroethyl, 2,2-difluoro-ethyl, 2,2,2-trifluoroethyl, pentafluoroethyl, and 1,1,1-trifluoroprop-2-yl are preferred.

[0021] The term "C1-C6-fluoroalkyl" as used herein refers to a C1-C6-alkyl group, as defined above, in which one or more hydrogen atoms are replaced with one or more fluorine atoms, which may be the same or different. Examples of C1-C6-fluoroalkyl include, but are not limited to, monofluoromethyl, difluoromethyl, trifluoromethyl, 1-fluoroethyl, 1,1-difluoroethyl, 2,2-difluoroethyl, and 2,2,2-trifluoroethyl.

[0022] The term "C2-C6-haloalkenyl" as used herein refers to a C1-C6-alkenyl group, as defined above, in which one or more hydrogen atoms have been replaced by one or more halogen atoms, which may be the same or different.

[0023] The term "C2-C6-haloalkynyl" as used herein refers to a C2-C6-alkynyl group, as defined above, in which one or more hydrogen atoms have been replaced by one or more halogen atoms, which may be identical. The term "C1-C6-alkoxy" as used herein refers to a group of the formula (C1-C6-alkyl)-O-, in which the term "C1-C6-alkyl" is defined herein. Examples of C1-C6-alkoxy include methoxy, ethoxy, n-propoxy, 1-methylethoxy, n-butoxy, 1-methylpropoxy, 2-methylpropoxy, 1,1-dimethylethoxy, n-pentoxy, 1-methylbutoxy, 2-methylbutoxy, 3-methylbutoxy, 2,2-dimethylpropoxy, 1-ethylpropoxy, 1,1-dimethylpropoxy, 1,2-dimethylpropoxy, n-hexyloxy, 1-methylpentoxy, 2-methylpentoxy, Examples of alkoxy include, but are not limited to, 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, and 1-ethyl-2-methylpropoxy. This also applies to alkoxy, such as alkoxyalkyl, alkoxyalkoxy, as part of a compound substituent, unless otherwise defined.

[0024] The term "C-C-haloalkoxy" as used herein refers to a C-C-alkoxy group, as defined above, in which one or more hydrogen atoms are replaced by one or more halogen atoms, which may be the same or different. Examples of C-C-haloalkoxy include, but are not limited to, chloromethoxy, bromomethoxy, dichloromethoxy, trichloromethoxy, fluoromethoxy, difluoromethoxy, trifluoromethoxy, chlorofluoromethoxy, dichlorofluoromethoxy, chlorodifluoromethoxy, 1-chloroethoxy, 1-bromoethoxy, 1-fluoroethoxy, 2-fluoroethoxy, 2,2-difluoroethoxy, 2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy, 2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy, 2,2,2-trichloroethoxy, pentafluoroethoxy, and 1,1,1-trifluoroprop-2-oxy.

[0025] The term "C1-C6-hydroxyalkyl" as used herein refers to a C1-C6-alkyl group, as defined above, in which at least one hydrogen atom is replaced with a hydroxyl group. Examples of C1-C6-hydroxyalkyl include, but are not limited to, hydroxymethyl, 1-hydroxyethyl, 2-hydroxyethyl, 1,2-dihydroxyethyl, 3-hydroxypropyl, 2-hydroxypropyl, 1-hydroxypropyl, 1-hydroxypropan-2-yl, 2-hydroxypropan-2-yl, 2,3-dihydroxypropyl, and 1,3-dihydroxypropan-2-yl.

[0026] The term "C3-C8-cycloalkoxy" as used herein refers to a monocyclic saturated cycloalkoxy radical having 3 to 8 and preferably 3 to 6 carbon ring members, such as (but not limited to) cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, and cyclohexyloxy. This also applies to cycloalkoxy as part of a compound substituent, such as cycloalkoxyalkyl, unless otherwise defined.

[0027] The term "C3-C8-halocycloalkoxy" as used herein refers to a C3-C8-cycloalkoxy group, as defined above, in which one or more hydrogen atoms have been replaced by one or more halogen atoms, which may be the same or different.

[0028] As used herein, the term "C2-C6-alkenyloxy" refers to a group of the formula (C2-C6-alkenyl)-O-, wherein the term "C1-C6-alkenyl" is defined herein. Examples of C2-C6-alkenyl include the groups ethenyloxy (or "vinyloxy"), prop-2-en-1-yloxy (or "allyl"), prop-1-en-1-yloxy, but-3-enyloxy, but-2-enyloxy, but-1-enyloxy, pent-4-enyloxy, pent-3-enyloxy, pent-2-enyloxy, pent-1-enyloxy, hex-5-enyloxy, hex-4-enyloxy, hex-3-enyloxy, hex-2-enyloxy, hex-1-enyloxy, prop-1-en-2- ... isopropenyloxy (or "isopropenyloxy") group, 2-methylprop-2-enyloxy group, 1-methylprop-2-enyloxy group, 2-methylprop-1-enyloxy group, 1-methylprop-1-enyloxy group, 3-methylbut-3-enyloxy group, 2-methylbut-3-enyloxy group, 1-methylbut-3-enyloxy group, 3-methylbut-2-enyloxy group, 2-methylbut-2-enyloxy group, 1-methylbut-2-enyloxy group, 3-methylbut-1-enyloxy group, 2-methylbut-1-enyloxy group, 1-methylbut-1-enyloxy group, 1,1-dimethylprop-2-enyloxy group, 1-ethylprop-1-enyloxy group, 1-propylvinyloxy group, 1-isopropylvinyloxy group, 4-methylpent-4-enyloxy group, 3-methylpent-4-enyloxy group, 2-methylpent-4-enyloxy group, 1-methylpent-4-enyloxy group, 4-methylpent-3-enyloxy group, 3-methylpent-3-enyloxy group, 2-methylpent-3-enyloxy group, 1-methylpent- pent-3-enyloxy group, 4-methylpent-2-enyloxy group, 3-methylpent-2-enyloxy group, 2-methylpent-2-enyloxy group, 1-methylpent-2-enyloxy group, 4-methylpent-1-enyloxy group, 3-methylpent-1-enyloxy group, 2-methylpent-1-enyloxy group, 1-methylpent-1-enyloxy group, 3-ethylbut-3-enyloxy group, 2-ethylbut-3-enyloxy group, 1-ethylbut- 3-enyloxy group, 3-ethylbut-2-enyloxy group, 2-ethylbut-2-enyloxy group, 1-ethylbut-2-enyloxy group, 3-ethylbut-1-enyloxy group, 2-ethylbut-1-enyloxy group, 1-ethylbut-1-enyloxy group, 2-propylprop-2-enyloxy group, 1-propylprop-2-enyloxy group, 2-isopropylprop-2-enyloxy group, 1-isopropylprop-2-enyloxy group, 2-propylprop Examples of the alkyl group include, but are not limited to, a prop-1-enyloxy group, a 1-propylprop-1-enyloxy group, a 2-isopropylprop-1-enyloxy group, a 1-isopropylprop-1-enyloxy group, a 3,3-dimethylprop-1-enyloxy group, a 1-(1,1-dimethylethyl)ethenyloxy group, a buta-1,3-dienyloxy group, a penta-1,4-dienyloxy group, a hexa-1,5-dienyloxy group, or a methylhexadienyloxy group.

[0029] The term "C2-C6-haloalkenyloxy" as used herein refers to a (C2-C6-alkenyl)-O- group, as defined above, in which one or more hydrogen atoms have been replaced by one or more halogen atoms, which may be the same or different.

[0030] The term "C-C-alkylsulfanyl," as used herein, refers to a saturated, linear or branched group of the formula (C-C-alkyl)-S-, where the term "C-C-alkyl" is defined herein. Examples of C-C-alkylsulfanyl include, but are not limited to, methylsulfanyl, ethylsulfanyl, propylsulfanyl, isopropylsulfanyl, butylsulfanyl, sec-butylsulfanyl, isobutylsulfanyl, tert-butylsulfanyl, pentylsulfanyl, isopentylsulfanyl, and hexylsulfanyl.

[0031] The term "C1-C6-haloalkylsulfanyl" as used herein refers to C1-C6-alkylsulfanyl, as defined above, in which one or more hydrogen atoms are replaced by one or more halogen atoms, which may be the same or different.

[0032] The term "C3-C8-cycloalkylsulfanyl" as used herein refers to a saturated monovalent monocyclic hydrocarbon ring containing 3, 4, 5, 6, 7, or 8 carbon atoms and attached to the backbone via a sulfur atom. Examples of monocyclic C3-C8-cycloalkylsulfanyl include, but are not limited to, cyclopropylsulfanyl, cyclobutylsulfanyl, cyclopentylsulfanyl, cyclohexylsulfanyl, cycloheptylsulfanyl, or cyclooctylsulfanyl.

[0033] The term "C1-C6-alkylsulfinyl," as used herein, refers to a saturated, linear or branched group of the formula (C1-C6-alkyl)-S(=O)-, where the term "C1-C6-alkyl" is defined herein. Examples of C1-C6-alkylsulfinyl include saturated, linear or branched alkylsulfinyl radicals having 1 to 8, preferably 1 to 6, more preferably 1 to 4 carbon atoms, such as (but not limited to), methylsulfinyl, ethylsulfinyl, propylsulfinyl, 1-methylethylsulfinyl, butylsulfinyl, 1-methylpropylsulfinyl, 2-methylpropylsulfinyl, 1,1-dimethylethylsulfinyl, pentylsulfinyl, 1-methylbutylsulfinyl, 2-methylbutylsulfinyl, 3-methylbutylsulfinyl, 2,2-dimethylpropylsulfinyl, 1-ethylpropylsulfinyl, 1,1-dimethylpropylsulfinyl, 1,2-dimethylpropylsulfinyl, hexylsulfinyl, methyl ... C1-C6-alkylsulfinyl such as 1-methylpentylsulfinyl, 2-methylpentylsulfinyl, 3-methylpentylsulfinyl, 4-methylpentylsulfinyl, 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, and 1-ethyl-2-methylpropylsulfinyl.

[0034] The term "C1-C6-haloalkylsulfinyl" as used herein refers to a C1-C6-alkylsulfinyl, as defined above, in which one or more hydrogen atoms are replaced by one or more halogen atoms, which may be the same or different.

[0035] The term "C3-C8-cycloalkylsulfinyl" as used herein refers to a saturated monovalent monocyclic hydrocarbon ring containing 3, 4, 5, 6, 7, or 8 carbon atoms and attached to the backbone via an -S(=O)- group. Examples of monocyclic C3-C8-cycloalkylsulfinyl include, but are not limited to, cyclopropylsulfinyl, cyclobutylsulfinyl, cyclopentylsulfinyl, cyclohexylsulfinyl, cycloheptylsulfinyl, or cyclooctylsulfinyl.

[0036] The term "C1-C6-alkylsulfonyl" as used herein refers to a saturated, linear or branched group of formula (C1-C6-alkyl)-S(=O)2-, where the term "C1-C6-alkyl" is defined herein. Examples of C1-C6-alkylsulfonyl include methylsulfonyl, ethylsulfonyl, propylsulfonyl, 1-methylethylsulfonyl, butylsulfonyl, 1-methylpropylsulfonyl, 2-methylpropylsulfonyl, 1,1-dimethylethylsulfonyl, pentylsulfonyl, 1-methylbutylsulfonyl, 2-methylbutylsulfonyl, 3-methylbutylsulfonyl, 2,2-dimethylpropylsulfonyl, 1-ethylpropylsulfonyl, 1,1-dimethylpropylsulfonyl, 1,2-dimethylpropylsulfonyl, hexylsulfonyl, 1-methylpentylsulfonyl, 2-methylpentyl ...,1-dimethylpropylsulfonyl, 1,2-dimethylpropylsulfonyl, hexylsulfonyl, 1-methylpentylsulfonyl, 2-methylpentylsulfonyl, 1,1-dimethylethylsulfonyl, pentylsulfonyl, 1,1-dimethylethylsulfonyl, pentylsulfonyl, 1,1-dimethylethylsulf and 1-ethyl-2-methylpropylsulfonyl.

[0037] The term "C1-C6-haloalkylsulfonyl" as used herein refers to a C1-C6-alkylsulfonyl group, as defined above, in which one or more hydrogen atoms have been replaced by one or more halogen atoms, which may be the same or different.

[0038] The term "C3-C8-cycloalkylsulfonyl" as used herein refers to a saturated monovalent monocyclic hydrocarbon ring containing 3, 4, 5, 6, 7, or 8 carbon atoms and attached to the backbone via an -S(=O)2- group. Examples of monocyclic C3-C8-cycloalkylsulfonyl include, but are not limited to, cyclopropylsulfonyl, cyclobutylsulfonyl, cyclopentylsulfonyl, cyclohexylsulfonyl, cycloheptylsulfonyl, or cyclooctylsulfonyl.

[0039] The term "C1-C6-alkylcarbonyl" as used herein refers to a saturated linear or branched group of the formula (C1-C6-alkyl)-C(=O)-, wherein the term "C1-C6-alkyl" is defined herein.

[0040] The term "C1-C6-haloalkylcarbonyl" as used herein refers to a C1-C6-alkylcarbonyl, as defined above, in which one or more hydrogen atoms are replaced by one or more halogen atoms, which may be the same or different.

[0041] The term "C1-C6-alkoxycarbonyl" as used herein refers to a saturated linear or branched group of the formula (C1-C6-alkoxy)-C(=O)-, wherein the term "C1-C6-alkoxy" is defined herein.

[0042] The term "C1-C6-haloalkoxycarbonyl" as used herein refers to a C1-C6-alkoxycarbonyl, as defined above, in which one or more hydrogen atoms are replaced by one or more halogen atoms, which may be the same or different.

[0043] The term "mono-(C-C alkyl)amino" as used herein refers to an amino radical having one C-C alkyl group, as defined herein. Examples of mono-(C-C alkyl)amino include, but are not limited to, N-methylamino, N-ethylamino, N-isopropylamino, Nn-propylamino, N-isopropylamino, and N-tert-butylamino.

[0044] The term "di-(C-C)-alkylamino" as used herein refers to an amino radical having two independently selected C-C alkyl groups, as defined herein. Examples of C-C-dialkylamino include, but are not limited to, N,N-dimethylamino, N,N-diethylamino, N,N-diisopropylamino, N-ethyl-N-methylamino, N-methyl-Nn-propylamino, N-isopropyl-Nn-propylamino, and N-tert-butyl-N-methylamino.

[0045] As used herein, "C3-C 12 The term "carbocycle" refers to a saturated or partially unsaturated hydrocarbon ring system in which all ring members, varying from 3 to 12, are carbon atoms. The ring system may be monocyclic or polycyclic (fused, spiro, or bridged). C3-C 12 -Carbocyclic rings have C3-C 12 -cycloalkyl (monocyclic or bicyclic), C3-C 12 -cycloalkenyl (monocyclic or bicyclic), bicyclic systems containing an aryl (e.g., phenyl) fused to a monocyclic C3-C8-cycloalkyl (e.g., tetrahydronaphthalenyl, indanyl), bicyclic systems containing an aryl (e.g., phenyl) fused to a monocyclic C3-C8-cycloalkenyl (e.g., indenyl, dihydronaphthalenyl), and tricyclic systems containing a cyclopropyl bonded via one carbon atom to a bicyclic system containing an aryl (e.g., phenyl) fused to a C3-C8-cycloalkyl or C3-C8-cycloalkenyl. 12The carbocycle can be attached to the parent molecular moiety through any carbon atom.

[0046] As used herein, "C3-C 12 The term "cycloalkenyl" refers to an unsaturated monovalent monocyclic or bicyclic hydrocarbon ring containing 3, 4, 5, 6, 7, 8, 9, 10, 11, or 12 carbon atoms and one or two double bonds. Examples of monocyclic C3-C8-cycloalkenyl groups include, but are not limited to, cyclobutenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, and cyclooctenyl groups. Bicyclic C6-C 12 Examples of -cycloalkenyl groups include, but are not limited to, bicyclo[2.2.1]hept-2-enyl or bicyclo[2.2.2]oct-2-enyl.

[0047] As used herein, "C6-C 14 The term "aryl" refers to an aromatic hydrocarbon ring system in which all ring members are carbon atoms, ranging from 6 to 14, preferably 6 to 10. The ring system may be monocyclic or fused polycyclic (e.g., bicyclic or tricyclic). Examples of aryl include, but are not limited to, phenyl, azulenyl, and naphthyl.

[0048] The term "3- to 14-membered heterocyclyl," as used herein, refers to a saturated or partially unsaturated 3-, 4-, 5-, 6-, 7-, 8-, 9-, 10-, 11-, 12-, 13-, or 14-membered ring system containing one to four heteroatoms independently selected from the group consisting of oxygen, nitrogen, and sulfur. If the ring system contains two or more oxygen atoms, they are not immediately adjacent. Heterocycles include, but are not limited to, 3- to 7-membered monocyclic heterocycles and 8- to 14-membered polycyclic (e.g., bicyclic or tricyclic) heterocycles. The 3- to 14-membered heterocycle can be attached to the parent molecular moiety through any carbon or nitrogen atom contained within the heterocycle. Examples of saturated heterocycles include three-membered rings such as oxiranyl and aziridinyl, four-membered rings such as azetidinyl, oxetanyl, and thietanyl, five-membered rings such as tetrahydrofuranyl, 1,3-dioxolanyl, tetrahydrothienyl, pyrrolidinyl, pyrazolidinyl, imidazolidinyl, triazolidinyl, isoxazolidinyl, oxazolidinyl, oxadiazolidinyl, thiazolidinyl, isothiazolidinyl, and thiadiazolidinyl, piperidinyl, hexahydropyridazinyl, hexahydropyrimidinyl, and the like. Examples of unsaturated heterocycles include, but are not limited to, 6-membered rings such as dihydrofuranyl, piperazinyl, triazinanyl, hexahydrotriazinyl, tetrahydropyranyl, dioxanyl, tetrahydrothiopyranyl, dithianyl, morpholinyl, 1,2-oxazinanyl, oxathianyl, and thiomorpholinyl, or 7-membered rings such as oxepanyl, azepanyl, 1,4-diazepanyl, and 1,4-oxazepanyl. Examples of unsaturated heterocycles include, but are not limited to, 5-membered rings such as dihydrofuranyl, 1,3-dioxolyl, dihydrothienyl, pyrrolinyl, dihydroimidazolyl, dihydropyrazolyl, isoxazolinyl, dihydrooxazolyl, and dihydrothiazolyl, or 6-membered rings such as pyranyl, thiopyranyl, thiazinyl, and thiadiazinyl.As defined herein, a bicyclic heterocycle may consist of a monocyclic C3-C8-cycloalkyl, a monocyclic C3-C8-cycloalkenyl, or a monocyclic heteroaryl fused to a monocyclic heterocycle, or a monocyclic heterocycle fused to an aryl (e.g., phenyl), a C3-C8-cycloalkyl, a C3-C8-cycloalkenyl, or a monocyclic heterocycle. When two monocyclic heterocycles or one monocyclic heterocycle and one monocyclic heteroaryl containing a nitrogen atom are fused, the nitrogen atom may be in a bridgehead position (e.g., 4,5,6,7-tetrahydropyrazolo[1,5-a]pyridinyl, 5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyridinyl, 5,6,7,8-tetrahydroimidazo[1,2-a]pyridinyl). A tricyclic heterocycle may consist of a monocyclic cycloalkyl attached via one common atom to a bicyclic heterocycle.

[0049] As used herein, the terms "3- to 7-membered heterocyclyl" and "3- to 7-membered heterocyclyl ring" refer to a saturated 3-, 4-, 5-, 6-, or 7-membered ring system containing one or two heteroatoms independently selected from the group consisting of oxygen, nitrogen, and sulfur. Examples include oxiranyl, aziridinyl, azetidinyl, oxetanyl, thietanyl, tetrahydrofuranyl, 1,3-dioxolanyl, tetrahydrothienyl, pyrrolidinyl, pyrazolidinyl, imidazolidinyl, triazolidinyl, isoxazolidinyl, oxazolidinyl, oxadiazolidinyl, thiazolidinyl, isothiazolidinyl, thiadiazolidinyl, piperidinyl, hexahydropyridazinyl, hexahydropyrimidinyl, piperazinyl, and the like. Preferred 3- to 7-membered heterocyclyls include, but are not limited to, oxiranyl, aziridinyl, azetidinyl, oxetanyl, tetrahydrofuranyl, 1,3-dioxolanyl, pyrrolidinyl, piperidinyl, piperazinyl, tetrahydropyranyl, dioxanyl, morpholinyl, 1,2-oxazinanyl, oxathianyl, thiomorpholinyl, oxepanyl, azetidinyl, 1,4-diazepanyl, and 1,4-oxazepanyl.

[0050] The term "5- to 14-membered heteroaryl" as used herein refers to an aromatic ring system containing 1 to 4 heteroatoms independently selected from the group consisting of oxygen, nitrogen, and sulfur. If the ring system contains more than one oxygen atom, they are not immediately adjacent. Aromatic heterocycles include 5- or 6-membered monocyclic heteroaryls and 7- to 14-membered polycyclic (e.g., bicyclic or tricyclic) heteroaryls. The 5- to 14-membered heteroaryls can be attached to the parent molecular moiety through any carbon or nitrogen atom contained within the heterocycle.

[0051] As used herein, the term "5- or 6-membered heteroaryl" refers to a 5- or 6-membered aromatic monocyclic ring system containing 1, 2, 3, or 4 heteroatoms independently selected from the group consisting of oxygen, nitrogen, and sulfur. Examples of 5-membered monocyclic heteroaryls include, but are not limited to, furyl (furanyl), thienyl, pyrrolyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, isoxazolyl, oxazolyl, oxadiazolyl, oxatriazolyl, isothiazolyl, thiazolyl, thiadiazolyl, and thiatriazolyl. Examples of 6-membered monocyclic heteroaryls include, but are not limited to, pyridinyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, and tetrazinyl.

[0052] The term "7- to 14-membered heteroaryl," as used herein, refers to a 7-, 8-, 9-, 10-, 11-, 12-, 13-, or 14-membered aromatic polycyclic (e.g., bicyclic or tricyclic) ring system containing one, two, or three heteroatoms independently selected from the group consisting of oxygen, nitrogen, and sulfur. As defined herein, a bicyclic heteroaryl may consist of a monocyclic heteroaryl fused to an aryl (e.g., phenyl) or monocyclic heteroaryl. Examples of bicyclic heteroaryls include, but are not limited to, 9-membered rings such as indolyl, indolizinyl, isoindolyl, benzimidazolyl, imidazopyridinyl, indazolyl, benzotriazolyl, purinyl, benzofuranyl, benzothiophenyl, benzothiazolyl, benzoxazolyl, and benzisoxazolyl, or 10-membered rings such as quinolinyl, isoquinolinyl, cinnolinyl, quinazolinyl, quinoxalinyl, phthalazinyl, naphthyridinyl, pteridinal, and benzodioxinyl. In 9- or 10-membered bicyclic heteroaryls, including two fused 5- or 6-membered monocyclic heteroaryls, the nitrogen atom may be in a bridgehead position (e.g., imidazo[1,2-a]pyridinyl, [1,2,4]triazolo[4,3-a]pyridinyl, imidazo[1,2-a]pyridinyl, imidazo[2,1-b]oxazolyl, furo[2,3-d]isoxazolyl). Examples of tricyclic aromatic heterocycles include, but are not limited to, carbazolyl, acridinyl, and phenazinyl.

[0053] As used herein, "C3-C 12 -carbocyclyloxy, C3-C8-cycloalkoxy, C6-C 14 The terms "5-membered to 14-membered heteroaryloxy," "5-membered to 14-membered heteroaryloxy," and "3-membered to 14-membered heterocyclyloxy" refer to groups in which R is C3-C6, as defined herein. 12 -Carbocyclyl, C3-C8-cycloalkyl, C6-C 14 -Specifies a group of formula -OR which is an aryl, 5- to 14-membered heteroaryl, or 3- to 14-membered heterocyclyl group.

[0054] The term "leaving group," as used herein, should be understood to mean a group that is displaced from a compound in a substitution or elimination reaction, e.g., a halogen atom, a trifluoromethanesulfonate ("triflate") group, an alkoxy, methanesulfonate, p-toluenesulfonate, and the like.

[0055] The phrase "as described herein" refers to the variables Q, T, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , n, and m, the broad definitions of the variables, as well as preferred, more preferred, and even more preferred, if any, are incorporated by reference.

[0056] Compounds resulting from combinations that violate the laws of nature and would therefore be excluded by a person skilled in the art based on their specialized knowledge are not encompassed herein, for example, ring structures with three or more adjacent oxygen atoms are excluded.

[0057] Compounds of formula (I) may suitably be in their free form, in the form of a salt, an N-oxide or in the form of a solvate (eg a hydrate).

[0058] Depending on the nature of the substituents, the compound of formula (I) can exist in different stereoisomeric forms.These stereoisomers are, for example, enantiomers, diastereomers, atropisomers, or geometric isomers.Therefore, the present invention encompasses both pure stereoisomers and any mixtures of these isomers.If a compound can exist in equilibrium in two or more tautomeric forms, a reference to a compound by describing one tautomer is considered to include all tautomeric forms.

[0059] Any compound of the present invention may exist in one or more geometric isomeric forms depending on the number of double bonds in the compound. Geometric isomers due to the nature of the substituents on the double bond or ring may exist in cis (=Z-) or trans (=E-) form. Therefore, the present invention equally relates to all geometric isomers and all possible mixtures in all ratios.

[0060] Depending on the nature of the substituents, the compounds of formula (I) may exist in the form of the free compounds and / or their salts, such as pesticidal active salts.

[0061] Pesticide active salts include acid addition salts of inorganic and organic acids and salts of conventional bases. Examples of inorganic acids include hydrohalic acids such as hydrogen fluoride, hydrogen chloride, hydrogen bromide, and hydrogen iodide, sulfuric acid, phosphoric acid, nitric acid, and acid salts such as sodium bisulfate and potassium bisulfate. Useful organic acids include, for example, formic acid, alkanoic acids (such as carbonic acid, acetic acid, trifluoroacetic acid, trichloroacetic acid, and propionic acid), as well as glycolic acid, thiocyanic acid, lactic acid, succinic acid, citric acid, benzoic acid, cinnamic acid, oxalic acid, saturated or mono- or di-unsaturated fatty acids having 6 to 20 carbon atoms, alkyl sulfate monoesters, alkyl sulfonic acids (sulfonic acids having linear or branched alkyl groups having 1 to 20 carbon atoms), aryl sulfonic acids or aryl disulfonic acids (phenyl sulfonates having one or two sulfonic acid groups), and the like. and naphthyl), alkylphosphonic acids (phosphonic acids with linear or branched alkyl radicals having 1 to 20 carbon atoms), and arylphosphonic or aryldiphosphonic acids (aromatic radicals such as phenyl and naphthyl with one or two phosphonic acid radicals) (the alkyl and aryl groups may have further substituents, e.g., p-toluenesulfonic acid, salicylic acid, p-aminosalicylic acid, 2-phenoxybenzoic acid, 2-acetoxybenzoic acid, etc.).

[0062] Solvates of the compounds of the invention or their salts are stoichiometric compositions of the compound and a solvent.

[0063] The compounds of the present invention may exist in multiple crystalline and / or amorphous forms. Crystalline forms include unsolvated crystalline forms, solvates, and hydrates.

[0064] Similarly, the present invention provides compounds of general formula (I) (wherein T is oxygen (O) or sulfur (S), n is 1, m is 0 or 1, R 1 is hydrogen, hydroxyl, cyano, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkoxy-C1-C6-alkyl, -C(=O)R 10 , -C(=O)(OR 11 ), -S(=O)R 12 , -S(=O)2R 12 , -C(=O)N(R 13 )2, or -S(=O)2N(R 14 )2, R 10 , R 11 , and R 12 are independently C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl, or C2-C6-alkenyl, R 13 and R 14 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl, or C2-C6-alkenyl, R 2 and R 3 are independently hydrogen, halogen, cyano, hydroxyl, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-alkoxycarbonyl, or C3-C8-cycloalkyl, or R 2 and R 3 together with the carbon atoms to which they are attached form a C3-C8-cycloalkyl ring or a 3- to 7-membered heterocyclyl ring, R 4 and R 5are independently hydrogen, halogen, cyano, hydroxyl, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-alkoxycarbonyl, or C3-C8-cycloalkyl, or R 4 and R 5 together with the carbon atoms to which they are attached form a C3-C8-cycloalkyl ring or a 3- to 7-membered heterocyclyl ring, or R 2 and R 4 together with the carbon atoms to which they are attached form a C3-C8-cycloalkyl ring or a 3- to 7-membered heterocyclyl ring, and R 3 and R 5 are independently hydrogen or halogen; or R 2 and R 4 are taken together as the formula **-C(R 3 )=C(R 5 )- ## (In the formula, ** is N(R 1 ) and ## is R 6 forming a group of which the bond is the point of attachment to and R 3 and R 5 are independently hydrogen or C1-C6-alkyl, R 6 is C3-C 12 -carbocycle, C6-C 14 -aryl, 3- to 14-membered heterocyclyl, 5- to 14-membered heteroaryl, C3-C 12 -Carbocyclyloxy, C6-C 14 -aryloxy, 5- to 14-membered heteroaryloxy, 3- to 14-membered heterocyclyloxy, C1-C3-alkoxy, or C1-C3-haloalkoxy; C1-C3-alkoxy and C1-C3-haloalkoxy are C3-C 12 -carbocycle, C6-C 14 - independently substituted with one substituent selected from the group consisting of aryl, 3- to 14-membered heterocyclyl, and 5- to 14-membered heteroaryl; Said C3-C 12 -carbocycle, C6-C 14 -aryl, 3- to 14-membered heterocyclyl, and 5- to 14-membered heteroaryl are each, in order, 1 to 4 R 6S optionally substituted with a substituent; C3-C 12 -carbocycle, C6-C 14 -aryl, 3- to 14-membered heterocyclyl, 5- to 14-membered heteroaryl, C3-C 12 -Carbocyclyloxy, C6-C 14 -aryloxy, 5- to 14-membered heteroaryloxy, and 3- to 14-membered heterocyclyloxy are each 1 to 4 R 6S optionally substituted with a substituent; R 6S are independently halogen, cyano, isocyano, nitro, hydroxyl, mercapto, pentafluorosulfanyl, oxo, methylidene, halomethylidene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6 -Alkylsulfanyl, C1-C6-haloalkylsulfanyl, C3-C8-cycloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, -N(R 15 ) 2、 -C(=O)R16 , -C(=O)(OR 17 ), -C(=O)N(R 18 )2, -S(=O)2N(R 19 )2, -O-Si(C1-C6-alkyl)3, or -Si(C1-C6-alkyl)3, The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfin ... sulfonyl, C-C-haloalkylsulfonyl, -O-Si(C-C-alkyl) and -Si(C-C-alkyl) are further optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, hydroxyl, C-C-alkoxy, C-C-haloalkoxy, -O-Si(C-C-alkyl) -Si(C-C-alkyl), C-C-cycloalkyl, C-C-halocycloalkyl, and 3- to 7-membered heterocyclyl; and The C3-C8-cycloalkylsulfanyl, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -Aryl, 5- or 6-membered heteroaryl, and 3- to 7-membered heterocyclyl are selected from the group consisting of halogen, cyano, nitro, hydroxyl, formyl, carboxyl, oxo, methylidene, halomethylidene, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkoxycarbonyl, C-C-haloalkoxycarbonyl, C-C 6- optionally further substituted with 1 to 4 substituents independently selected from the group consisting of alkenyl, C3-C8-cycloalkyl, and C3-C8-halocycloalkyl; or two C1-C6-alkyl substituents attached to the same carbon atom form a C3-C8-cycloalkyl ring; or 2 R's 6S the substituents optionally together with the carbon atoms to which they are attached form a C3-C8-cycloalkyl ring, and R 15 is hydrogen, C1-C6-alkyl or C3-C8-cycloalkyl, said C1-C6-alkyl is further optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclyl; and The C3-C8-cycloalkyl may be halogen, cyano, nitro, hydroxyl, formyl, carboxyl, oxo, methylidene, halomethylidene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C 6- optionally further substituted with 1 to 4 substituents independently selected from the group consisting of alkenyl, C-C-cycloalkyl, and C-C-halocycloalkyl; R 16 , R 17 , R 18 , and R 19 are independently hydrogen, C1-C6-alkyl, or C1-C6-haloalkyl, said C1-C6-alkyl or C1-C6-haloalkyl is further optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclyl; R 7 represents hydrogen, halogen, cyano, isocyano, hydroxyl, mercapto, nitro, amino, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C3-C8-cycloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclyloxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -N(R 20 )2, -C(=NR 21 )R 22 , -NR 23 C(=O)R 24 , -C(=O)(OR 25 ), -C(=O)N(R 26 )2, -S(=O)2N(R 27)2, or -S(=O)(=NR 28 )R 29 And, C1-C6-Alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, and C1-C6-haloalkylsulfonyl optionally have 1 to 3 R 7Sa is substituted with a substituent, C3-C8-Cycloalkylsulfanyl, C3-C8-Cycloalkylsulfinyl, C3-C8-Cycloalkylsulfonyl, C3-C8-Cycloalkyl, C3-C6-Cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, and 3- to 7-membered heterocyclyloxy optionally have 1 to 3 R 7Sc is substituted with a substituent, and R 20 is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, or 3- to 7-membered heterocyclyl; C1-C6-Alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, and C2-C6-haloalkynyl optionally have 1 to 3 R 7Sa is substituted with a substituent, and C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, and 3- to 7-membered heterocyclyl optionally have 1 to 3 substituents R 7Sc is replaced by R 21 and R 22 are independently hydroxyl, amino, cyano, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, mono-(C-C-alkyl)amino, or di-(C-C-alkyl)amino, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino, or di-(C1-C6-alkyl)amino optionally has 1 to 3 R 7Sa is substituted with a substituent, R 23 , R 24 , R 25 , R 26 , R 27 , R 28 , and R 29 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, and C3-C8-cycloalkyl, C1-C6-Alkyl and C1-C6-haloalkyl optionally have 1 to 3 substituents R 7Sa is replaced by and C3-C8-cycloalkyl optionally has 1 to 3 substituents R 7Sc is replaced by R 7Saare independently cyano, hydroxyl, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C6-C 14 -aryl, or 3- to 7-membered heterocyclyl; R 7Sc are independently halogen, cyano, nitro, hydroxyl, formyl, oxo, methylidene, halomethylidene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C 6- alkenyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -O-Si(C1-C6-alkyl)3, or 3- to 7-membered heterocyclyl, or Two C1-C6-alkyl substituents R attached to the same carbon atom 7Sc forms a C3-C8-cycloalkyl, R 8 is hydrogen, halogen, cyano, isocyano, amino, nitro, hydroxyl, mercapto, carboxyl, C1-C6-alkoxycarbonyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyl C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkenyl, C6-C 14 -aryl, 3- to 14-membered heterocyclyl, 5- to 14-membered heteroaryl, C3-C8-cycloalkoxy, C6-C 14-aryloxy, 3- to 14-membered heterocyclyloxy, 5- to 14-membered heteroaryloxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -N(R 30 )2, -SR 31 , -S(=O)R 31 , or -S(=O)2R 31 And, wherein the C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3, and -Si(C1-C6-alkyl)3 are each independently selected from the group consisting of 1 to 3 R 8Sa optionally substituted with a substituent; The C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 3- to 14-membered heterocyclyl, 5- to 14-membered heteroaryl, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 3- to 14-membered heterocyclyloxy, and 5- to 14-membered heteroaryloxy are each a group selected from 1 to 3 R 8Sc optionally substituted with a substituent; and R 30 is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C 6- Alkenyl, C2-C 6- Haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- to 14-membered heteroaryl, or 3- to 7-membered heterocyclyl; The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C 6- Alkenyl, C2-C 6- Haloalkenyl, C2-C6-alkynyl, and C2-C6-haloalkynyl are each, in order, one to three R 8Sa optionally substituted with a substituent; The C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- to 14-membered heteroaryl, and 3- to 7-membered heterocyclyl are each, in order, one to three R 8Sc optionally substituted with a substituent; R 31 is C2-C 6- Alkenyl, C2-C 6-ハロ Alkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- to 14-membered heteroaryl, or 3- to 7-membered heterocyclyl; Said C2-C 6- Alkenyl, C2-C 6- Haloalkenyl, C2-C6-alkynyl, and C2-C6-haloalkynyl are each, in order, one to three R 8Sa optionally substituted with a substituent; The C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- to 14-membered heteroaryl, and 3- to 7-membered heterocyclyl are each, in order, one to three R 8Sc optionally substituted with a substituent; and R 8Sais cyano, amino, nitro, hydroxyl, formyl, carboxyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkoxy-C-C-alkoxy, C-C-alkoxycarbonyl, C-C-haloalkoxycarbonyl, C-C-alkylcarbonyl, C-C-haloalkylcarbonyl, C-C-cycloalkyl, C-C-halocycloalkyl, C-C-alkylsulfanyl, C-C-haloalkylsulfanyl, C-C-alkylsulfinyl, C-C-haloalkylsulfinyl, C-C-alkylsulfonyl, C-C-haloalkylsulfonyl, -O-Si(C-C-alkyl)3, -Si(C-C-alkyl)3, 3- to 7-membered heterocyclyl, and -N(R 32 )2 independently selected from the group consisting of: the 3- to 7-membered heterocyclyl is optionally substituted in turn with 1 to 3 C1-C6-alkyl substituents, which may be the same or different, R 32 is hydrogen, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C3-C8-cycloalkyl or C1-C6-alkylcarbonyl, R 8Sc is halogen, cyano, amino, nitro, hydroxyl, formyl, carboxyl, oxo, methylidene, halomethylidene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C 6- independently selected from the group consisting of alkenyl, C-C-alkylsulfanyl, C-C-alkylsulfinyl, C-C-alkylsulfonyl, C-C-cycloalkyl, C-C-halocycloalkyl, —O—Si(C-C-alkyl) and 3- to 7-membered heterocyclyl, The 3- to 7-membered heterocyclyl is optionally substituted in turn with 1 to 3 C1-C6-alkyl substituents, which may be the same or different; or 2 R's 8Scthe substituents optionally together with the carbon atoms to which they are attached form a C3-C8-cycloalkyl ring or a 3- to 7-membered heterocyclyl ring; the 3- to 7-membered heterocyclyl ring is in turn substituted with 1 to 3 C1-C6-alkyl substituents, which may be the same or different, R 9 is hydrogen or halogen, Q is C6-C 14 -Aryl, C3-C 12 -carbocycle, 3- to 14-membered heterocyclyl, or 5- to 14-membered heteroaryl; C6-C 14 -Aryl, C3-C 12 - carbocycle, 3- to 14-membered heterocyclyl, and 5- to 14-membered heteroaryl are selected from the group consisting of halogen, cyano, isocyano, nitro, hydroxyl, mercapto, formyl, carboxyl, C-C-alkyl, C-C-haloalkyl, C-C-alkylcarbonyl, C-C-haloalkylcarbonyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkoxy-C-C-alkyl, C-C-alkoxycarbonyl, C-C-haloalkoxycarbonyl, C-C 6- Alkenyl, C2-C 6- Haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclyl, phenyl, 5- to 14-membered heteroaryl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -OC(=O)R 33 , -NR 34 C(=O)R 35 , -C(=O)N(R 36 )2, C(=S)R 37 , -C(=S)N(R 38)2, -C(=NR 39 )R 40 , -C(=NOR 41 )R 42 , and -N(R 43 ) 1 to 5 Q independently selected from the group consisting of S is substituted with a substituent, The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C 6- Alkenyl, C2-C 6-ハロ Alkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3, and -S i(C1-C6-alkyl)3 is optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, amino, nitro, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclyl; The C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclyl, and 5- to 14-membered heteroaryl are selected from the group consisting of halogen, cyano, amino, nitro, hydroxyl, formyl, carboxyl, oxo, methylidene, halomethylidene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C 6-optionally substituted with 1 to 3 substituents independently selected from the group consisting of alkenyl, and 3- to 7-membered heterocyclyl; wherein the C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclyl are optionally substituted with two substituents which, taken together with the carbon atom to which they are attached, form a C3-C8-cycloalkyl, R 34 , R 35 , R 36 , R 37 , R 38 , R 39 , R 40 , R 41 , and R 42 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, or C1-C6-alkoxy, wherein the C-C-alkyl, C-C-haloalkyl, and C-C-alkoxy are optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, amino, nitro, hydroxyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkoxycarbonyl, C-C-haloalkoxycarbonyl, C-C-cycloalkyl, C-C-halocycloalkyl, -Si(C-C-alkyl) and 3- to 7-membered heterocyclyl; and R 43 are independently hydrogen, hydroxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C 6- Alkenyl, C2-C 6-ハロ alkenyl, or C3-C8-cycloalkyl, The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C 6- Alkenyl, and C2-C 6-haloalkenyl is optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, amino, nitro, hydroxyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkoxycarbonyl, C-C-haloalkoxycarbonyl, C-C-cycloalkyl, C-C-halocycloalkyl, -Si(C-C-alkyl) and 3- to 7-membered heterocyclyl; The C3-C8-cycloalkyl may be halogen, cyano, amino, nitro, hydroxyl, formyl, carboxyl, oxo, methylidene, halomethylidene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C 6- optionally substituted with 1 to 3 substituents independently selected from the group consisting of alkenyl, and 3- to 7-membered heterocyclyl; wherein the C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclyl are optionally substituted with two substituents which in turn, together with the carbon atom to which they are attached, form a C3-C8-cycloalkyl, a compound of formula (I) which is not 3-chloro-N-[4-(methylsulfanyl)benzyl]-5-(tetrahydrofuran-2-yloxy)isonicotinamide; and salts, N-oxides, and solvates thereof.

[0065] In a preferred embodiment, the present invention provides a compound of general formula (I) (wherein T is oxygen (O) or sulfur (S), n is 0 or 1, m is 0 or 1, If n is 0 and m is 0, then R 6 is C1-C3-alkoxy or C1-C3-haloalkoxy, where C1-C3-alkoxy or C1-C3-haloalkoxy is R 6 are substituted as defined for R 1 is hydrogen, hydroxyl, cyano, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkoxy-C1-C6-alkyl, -C(=O)R 10 , or -C(=O)(OR 11 ) and R 10 and R 11 are independently C1-C6-alkyl, R 2 and R 3 are independently hydrogen, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-alkoxycarbonyl, or C3-C6-cycloalkyl, or R 2 and R 3 together with the carbon atoms to which they are attached form a C3-C6-cycloalkyl ring, or R 4 and R 5 are independently hydrogen, halogen, C1-C4-alkyl, or C1-C4-haloalkyl; or R 4 and R 5 together with the carbon atoms to which they are attached form a C3-C6-cycloalkyl ring, or or R 2 and R 4 together with the carbon atoms to which they are attached form a C3-C6-cycloalkyl ring, and R 3 and R 5 are independently hydrogen or halogen; R 6is indanyl, tetrahydronaphthalenyl, spiro[cyclopropane-1,2'-indan]yl, phenyl, naphthyl, dihydrobenzofuranyl, chromanyl, isochromanyl, 1,3-benzodioxolyl, dihydro-1,4-benzodioxinyl, tetrahydrobenzothiophenyl, furanyl, pyrazolyl, thienyl, pyridinyl, pyrimidinyl, indolyl, benzoxazolyl, benzimidazolyl, benzothienyl, imidazopyridinyl, quinolinyl, isoquinolinyl, phenyloxy, or benzyloxy; Indanyl, tetrahydronaphthalenyl, spiro[cyclopropane-1,2'-indan]yl, phenyl, naphthyl, dihydrobenzofuranyl, chromanyl, isochromanyl, 1,3-benzodioxolyl, dihydro-1,4-benzodioxinyl, tetrahydrobenzothiophenyl, furanyl, pyrazolyl, thienyl, pyridinyl, pyrimidinyl, indolyl, benzoxazolyl, imidazopyridinyl, quinolinyl, isoquinolinyl, phenyloxy, and benzyloxy optionally contain 1 to 3 R 6S is substituted with a substituent, R 6S are independently halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, tetrahydropyranyl, -C(=O)R 16 Or, -C(=O)(OR 17 ) and wherein said C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkenyl, C-C-haloalkenyl, C-C-alkynyl, and C-C-haloalkynyl are further optionally substituted by one or two substituents independently selected from the group consisting of cyano, hydroxyl, C-C-alkoxy, C-C-haloalkoxy, -O-Si(C-C-alkyl)3, -Si(C-C-alkyl)3, C-C-cycloalkyl, C-C-halocycloalkyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, and tetrahydropyranyl; and wherein the C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, and tetrahydropyranyl are further optionally substituted by one or two substituents independently selected from the group consisting of halogen, C1-C4-alkyl, C1-C4-haloalkyl, and C1-C4-alkoxycarbonyl; R 16 is C1-C6-alkyl, R 17 is hydrogen or C1-C6-alkyl, R 7 is hydrogen, halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C6-cycloalkyl, phenyl, naphthyl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, -N(R 20 )2, -C(=NR 21 )R 22 、 -C(=O)(OR 25), or -C(=O)N(R 26 )2, C-C-alkyl, C-C-haloalkyl, C-C-hydroxyalkyl, C-C-alkylcarbonyl, C-C-haloalkylcarbonyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkenyl, C-C-haloalkenyl, C-C-alkynyl, C-C-haloalkynyl, C-C-alkylsulfanyl, C-C-alkylsulfinyl, C-C-alkylsulfonyl, and C-C-haloalkylsulfonyl optionally have 1 to 3 R 7Sa is substituted with a substituent, C3-C6-cycloalkyl, phenyl, naphthyl, 5- or 6-membered heteroaryl, and 3- to 7-membered heterocyclyl optionally have 1 to 3 R 7Sc is substituted with a substituent, R 7Sa are independently cyano, hydroxyl, C-C-alkoxy, C-C-haloalkoxy, C-C-cycloalkyl, C-C-alkoxycarbonyl, -Si(C-C-alkyl) and phenyl, R 7Sc are independently halogen, hydroxyl, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, or C-C-haloalkoxy, and R 20 is hydrogen, C1-C4-alkyl, C1-C4-haloalkyl or C3-C6-cycloalkyl, C3-C6-cycloalkyl is optionally substituted by 1 or 2 substituents independently selected from the group consisting of halogen and C1-C4-alkyl, R 21 is hydroxyl, C1-C4-alkyl, or C1-C4-alkoxy, R 22 is hydrogen, C1-C4-alkyl or C1-C4-haloalkyl, R 25 and R 26are independently hydrogen or C1-C6-alkyl, R 8 is hydrogen, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, phenyl, naphthyl, 3- to 10-membered heterocyclyl, 5- to 10-membered heteroaryl, C3-C8-cycloalkoxy, phenoxy, naphthyloxy, 3- to 10-membered heterocyclyloxy, 5- to 10-membered heteroaryloxy, or -N(R 30 )2, The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, and C1-C6-haloalkylsulfonyl may optionally be substituted with 1 to 3 R 8Sa is substituted with a substituent, The C3-C8-cycloalkyl, phenyl, naphthyl, 3- to 10-membered heterocyclyl, 5- to 10-membered heteroaryl, C3-C8-cycloalkoxy, phenoxy, naphthyloxy, and 3- to 10-membered heterocyclyloxy, and 5- to 10-membered heteroaryloxy, optionally contain 1 to 3 R 8Sc is substituted with a substituent, and R 30 is hydrogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C3-C6-cycloalkyl or phenyl, The C1-C6-alkyl, C2-C6-alkenyl, and C2-C6-ハロ Alkenyl is a group consisting of one or two R 8Sa optionally substituted with a substituent; The C3-C6-cycloalkyl and phenyl are each in turn one or two R 8Sc optionally substituted with a substituent; and R 8Sa is hydroxyl, carboxyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkoxy-C-C-alkoxy, C-C-alkoxycarbonyl, C-C-cycloalkyl, C-C-alkylsulfanyl, -O-Si(C-C-alkyl), 3- to 7-membered heterocyclyl, and -N(R 32 )2 independently selected from the group consisting of: R 32 is hydrogen, formyl, C1-C6-alkyl or C1-C6-alkylcarbonyl, R 8Sc is independently selected from the group consisting of halogen, cyano, hydroxyl, oxo, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, C-C-alkoxycarbonyl, C-C-cycloalkyl, and 3- to 7-membered heterocyclyl; The 3- to 7-membered heterocyclyl is in turn optionally substituted with 1 or 2 substituents independently selected from C1-C4-alkyl groups, or 2 R's 8Sc the substituents, together with the carbon atoms to which they are attached, optionally form a 3- to 7-membered heterocyclyl ring; R 9 is hydrogen, halogen, cyano, or methyl; Q is phenyl, naphthyl, bicyclo[4.2.0]octa-1(6)2,4-trienyl, indanyl, tetrahydronaphthalenyl, indenyl, dihydronaphthalenyl, dihydrobenzofuranyl, dihydroisobenzofuranyl, indolinyl, 1,3-benzodioxolyl, chromanyl, dihydro-1,4-benzodioxinyl, [1,3]dioxolo[4,5-b]pyridinyl, 4a,5,6,7-tetrahydropyrrolo[1,2-b]pyridazinyl, ... dihydroquinolinyl, dihydro-5H-cyclopenta[b]pyridinyl, dihydrobenzofuranyl, pyrrolyl, furanyl, thienyl, imidazolyl, triazolyl, oxazolyl, thiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, indolyl, benzimidazolyl, indazolyl, benzofuranyl, benzothiophenyl, benzothiazolyl, benzoxazolyl, quinolinyl, furopyridinyl, thienothiophenyl, or thienothiazolyl; Phenyl may have 1 to 4 substituents Q S is replaced by and Naphthyl, bicyclo[4.2.0]octa-1(6)2,4-trienyl, indanyl, tetrahydronaphthalenyl, indenyl, dihydronaphthalenyl, dihydrobenzofuranyl, dihydroisobenzofuranyl, indolinyl, 1,3-benzodioxolyl, chromanyl, dihydro-1,4-benzodioxinyl, [1,3]dioxolo[4,5-b]pyridinyl, 4a,5,6,7-tetrahydropyrrolo[1,2-b]pyridazinyl, tetrahydroquinolinyl , dihydro-5H-cyclopenta[b]pyridinyl, dihydrobenzofuranyl, pyrrolyl, furanyl, thienyl, imidazolyl, triazolyl, oxazolyl, thiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, indolyl, benzimidazolyl, indazolyl, benzofuranyl, benzothiophenyl, benzothiazolyl, benzoxazolyl, quinolinyl, furopyridinyl, thienothiophenyl, and thienothiazolyl optionally have 1 to 4 substituents Q S is replaced by Q Sis halogen, cyano, nitro, hydroxyl, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C3-C6-cycloalkyl, oxetanyl, phenyl, pyrazolyl, pyridinyl, and -N(R 43 )2 independently selected from the group consisting of: said C1-C6-alkyl and C1-C6-alkoxy are optionally substituted by one or two substituents independently selected from the group consisting of hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxycarbonyl, and C1-C4-haloalkoxycarbonyl; wherein the C3-C6-cycloalkyl, oxetanyl, phenyl, pyrazolyl, and pyridinyl are optionally substituted with one or two substituents independently selected from the group consisting of halogen, C1-C6-alkyl, and C1-C6-haloalkyl; and R 43 are independently hydrogen or C1-C6-alkyl), and salts, N-oxides, and solvates thereof.

[0066] In an equally preferred embodiment, the present invention provides compounds of general formula (I) (wherein T is oxygen (O) or sulfur (S), n is 1, m is 0 or 1, R 1 is hydrogen, hydroxyl, cyano, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkoxy-C1-C6-alkyl, -C(=O)R 10, or -C(=O)(OR 11 ) and R 10 and R 11 are independently C1-C6-alkyl or C2-C6-alkenyl, R 2 and R 3 are independently hydrogen, halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxycarbonyl, or a C3-C8-cycloalkyl ring, or R 2 and R 3 together with the carbon atoms to which they are attached form a C3-C6-cycloalkyl ring, R 4 and R 5 are independently hydrogen, halogen, hydroxyl, C1-C6-alkyl, or C1-C6-haloalkyl; or R 4 and R 5 together with the carbon atoms to which they are attached form a C3-C6-cycloalkyl ring, or or R 2 and R 4 together with the carbon atoms to which they are attached form a C3-C6-cycloalkyl ring, and R 3 and R 5 are independently hydrogen or halogen; R 6 is indanyl, tetrahydronaphthalenyl, spiro[cyclopropane-1,2'-indan]yl, phenyl, naphthyl, dihydrobenzofuranyl, chromanyl, isochromanyl, 1,3-benzodioxolyl, dihydro-1,4-benzodioxinyl, tetrahydrobenzothiophenyl, furanyl, pyrazolyl, thienyl, pyridinyl, pyrimidinyl, indolyl, benzoxazolyl, imidazopyridinyl, quinolinyl, isoquinolinyl, phenyloxy, or benzyloxy; Indanyl, tetrahydronaphthalenyl, spiro[cyclopropane-1,2'-indan]yl, phenyl, naphthyl, dihydrobenzofuranyl, chromanyl, isochromanyl, 1,3-benzodioxolyl, dihydro-1,4-benzodioxinyl, tetrahydrobenzothiophenyl, furanyl, pyrazolyl, thienyl, pyridinyl, pyrimidinyl, indolyl, benzoxazolyl, imidazopyridinyl, quinolinyl, isoquinolinyl, phenyloxy, and benzyloxy optionally contain 1 to 3 R 6S is substituted with a substituent, R 6S are independently halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, tetrahydropyranyl, -C(=O)R 16 Or, -C(=O)(OR 17 ) and wherein said C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, and C2-C6-haloalkynyl are further optionally substituted by one or two substituents independently selected from the group consisting of cyano, hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, and 3- to 7-membered heterocyclyl; and wherein the C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, and tetrahydropyranyl are further optionally substituted by one or two substituents independently selected from the group consisting of halogen, C1-C6-alkyl, C1-C6-haloalkyl, and C1-C6-alkoxycarbonyl; and R 16 is C1-C6-alkyl, R 17 is hydrogen or C1-C6-alkyl, R 7 is hydrogen, halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, phenyl, naphthyl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, -N(R 20 )2, -C(=NR 21 )R 22 , -C(=O)(OR 25 ), or -C(=O)N(R 26 )2, C-C-alkyl, C-C-haloalkyl, C-C-hydroxyalkyl, C-C-alkylcarbonyl, C-C-haloalkylcarbonyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkenyl, C-C-haloalkenyl, C-C-alkynyl, C-C-haloalkynyl, C-C-alkylsulfanyl, C-C-alkylsulfinyl, C-C-alkylsulfonyl, and C-C-haloalkylsulfonyl optionally have 1 to 3 R 7Sa is substituted with a substituent, R 7Saare independently cyano, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C6-cycloalkyl, C1-C4-alkoxycarbonyl, and phenyl, C3-C8-cycloalkyl, phenyl, naphthyl, 5- or 6-membered heteroaryl, and 3- to 7-membered heterocyclyl optionally have 1 to 3 R 7Sc is substituted with a substituent, R 7Sc are independently halogen, hydroxyl, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, or C-C-haloalkoxy, R 20 is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl or C3-C6-cycloalkyl, C3-C8-cycloalkyl is optionally substituted by 1 or 2 substituents independently selected from the group consisting of halogen and C1-C6-alkyl, R 21 is hydroxyl, C1-C6-alkyl, or C1-C6-alkoxy, R 22 is hydrogen, C1-C6-alkyl or C1-C6-haloalkyl, R 25 and R 26 are independently hydrogen or C1-C6-alkyl, R 8is hydrogen, halogen, hydroxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C6-cycloalkyl, phenyl, naphthyl, 4- to 10-membered heterocyclyl, 5- to 10-membered heteroaryl, C3-C6-cycloalkoxy, phenoxy, naphthyloxy, 4- to 10-membered heterocyclyloxy, 5- to 10-membered heteroaryloxy, or -N(R 30 )2, wherein said C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkenyl, C-C-haloalkenyl, C-C-alkynyl, C-C-haloalkynyl, C-C-alkylsulfanyl, C-C-haloalkylsulfanyl, C-C-alkylsulfinyl, C-C-haloalkylsulfinyl, C-C-alkylsulfonyl and C-C-haloalkylsulfonyl are optionally substituted by 1 to 3 R Sa substituents, The C3-C6-cycloalkyl, phenyl, naphthyl, 4- to 10-membered heterocyclyl, 5- to 10-membered heteroaryl, C3-C6-cycloalkoxy, phenoxy, naphthyloxy, 4- to 10-membered heterocyclyloxy, and 5- to 10-membered heteroaryloxy may optionally be substituted with 1 to 3 R 8Sc is substituted with a substituent, R 30 is hydrogen, C1-C6-alkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C3-C6-cycloalkyl or phenyl, The C1-C6-alkyl, C2-C6-alkenyl, and C2-C 6-ハロ Alkenyl is a group consisting of one or two R 8Sa optionally substituted with a substituent; The C3-C6-cycloalkyl and phenyl are each in turn one or two R 8Sc optionally substituted with a substituent; R 8Sa is hydroxyl, carboxyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkoxy-C-C-alkoxy, C-C-alkoxycarbonyl, C-C-cycloalkyl, C-C-alkylsulfanyl, -O-Si(C-C-alkyl), 3- to 7-membered heterocyclyl, and -N(R 32 )2 independently selected from the group consisting of: R 32 is hydrogen, formyl, C1-C6-alkyl or C1-C6-alkylcarbonyl, R 8Sc is independently selected from the group consisting of halogen, cyano, hydroxyl, oxo, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, C-C-alkoxycarbonyl, C-C-cycloalkyl, and 3- to 7-membered heterocyclyl; The 3- to 7-membered heterocyclyl is in turn optionally substituted with 1 or 2 C1-C6-alkyl substituents, which may be the same or different, or 2 R's 8Sc the substituents, together with the carbon atoms to which they are attached, optionally form a 3- to 7-membered heterocyclyl ring; R 9 is hydrogen or halogen, Q is phenyl, naphthyl, bicyclo[4.2.0]octa-1(6)2,4-trienyl, indanyl, tetrahydronaphthalenyl, indenyl, dihydronaphthalenyl, dihydrobenzofuranyl, dihydroisobenzofuranyl, indolinyl, 1,3-benzodioxolyl, chromanyl, dihydro-1,4-benzodioxinyl, [1,3]dioxolo[4,5-b]pyridinyl, tetrahydroquinolinyl, dihydro-5 H-cyclopenta[b]pyridinyl, dihydrobenzofuranyl, pyrrolyl, furanyl, thienyl, imidazolyl, triazolyl, oxazolyl, thiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, indolyl, benzimidazolyl, indazolyl, benzofuranyl, benzothiophenyl, benzothiazolyl, benzoxazolyl, quinolinyl, furopyridinyl, thienothiophenyl, or thienothiazolyl; Phenyl, naphthyl, bicyclo[4.2.0]octa-1(6)2,4-trienyl, indanyl, tetrahydronaphthalenyl, indenyl, dihydronaphthalenyl, dihydrobenzofuranyl, dihydroisobenzofuranyl, indolinyl, 1,3-benzodioxolyl, chromanyl, dihydro-1,4-benzodioxinyl, [1,3]dioxolo[4,5-b]pyridinyl, tetrahydroquinolinyl, dihydro-5H-cyclopenta[b]pyridinyl, dihydrobenzofuranyl, pyrrolyl, furanyl, thienyl, imidazolyl, triazolyl, oxazolyl, thiazolyl, pyridinyl nyl, pyridazinyl, pyrimidinyl, indolyl, benzimidazolyl, indazolyl, benzofuranyl, benzothiophenyl, benzothiazolyl, benzoxazolyl, quinolinyl, furopyridinyl, thienothiophenyl, and thienothiazolyl are substituted with halogen, cyano, nitro, hydroxyl, formyl, C-C-alkyl, C-C-haloalkyl, C-C-alkylcarbonyl, C-C-haloalkylcarbonyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkoxy-C-C-alkyl, C-C-alkenyl, C-C 6-ハロAlkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C3-C6-cycloalkyl, oxetanyl, and -N(R 43 ) 1 to 4 Q independently selected from the group consisting of S is substituted with a substituent, said C3-C6-cycloalkyl and oxetanyl are optionally substituted with one or two substituents independently selected from the group consisting of halogen, C1-C4-alkyl, and C1-C4-haloalkyl; R 43 are hydrogen and C1-C6-alkyl), and salts, N-oxides, and solvates thereof.

[0067] In a more preferred embodiment, the present invention provides a compound of general formula (I) (Wherein, T is oxygen (O), n is 1, m is 0 or 1, R 1 is hydrogen, cyano, C1-C4-alkyl, C1-C4-alkoxy, or -C(=O)R 10 and R 10 is C1-C4-alkyl, R 2 and R 3 are independently hydrogen or C1-C4-alkyl, R 4 and R 5 are independently hydrogen, fluoro, or chloro; R 6 is phenyl, 2,3-dihydrobenzofuranyl, 1,3-benzodioxolyl, 2,3-dihydro-1,4-benzodioxinyl, furanyl, pyrazolyl, thienyl, pyridinyl, pyrimidinyl, indolyl, benzimidazolyl, benzothienyl, or benzyloxy; Phenyl, 2,3-dihydrobenzofuranyl, 1,3-benzodioxolyl, 2,3-dihydro-1,4-benzodioxinyl, furanyl, pyrazolyl, thienyl, pyridinyl, pyrimidinyl, indolyl, benzimidazolyl, benzothienyl, and benzyloxy optionally have 1 to 3 R 6S is substituted with a substituent, R 6S are independently halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, phenyl, pyrazolyl, pyridinyl, -C(=O)R 16 , or -C(=O)(OR 17 ) and said C1-C4-alkyl and C2-C4-alkynyl are optionally further substituted with one or two substituents independently selected from the group consisting of hydroxyl, C1-C4-alkoxy, and -Si(C1-C4-alkyl)3; and said C3-C6-cycloalkyl, phenyl, pyrazolyl, and pyridinyl are further optionally substituted with one or two substituents independently selected from the group consisting of fluoro, chloro, C1-C4-alkyl, and C1-C4-haloalkyl; R 16 is C1-C4-alkyl, R 17 is hydrogen or C1-C4-alkyl, R 7 is hydrogen, halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, imidazolyl, pyrazolyl, pyridinyl, oxetanyl, tetrahydrofuranyl, pyrrolidinyl, piperidinyl, -N(R 20 )2, -C(=NR 21 )R 22 , or -C(=O)(OR 25 ) and C1-C4-Alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl, and C2-C4-alkynyl may optionally be substituted with one or two R 7Sa is substituted with a substituent, C3-C6-cycloalkyl, imidazolyl, pyrazolyl, pyridinyl, oxetanyl, pyrrolidinyl, and piperidinyl optionally have one or two R 7Sc is substituted with a substituent, R 7Sa are independently C1-C4-alkoxy, -Si(C1-C4-alkyl)3, or phenyl, R 7Sc are independently halogen or C1-C4-alkyl, and R 20 is hydrogen, C1-C4-alkyl or C3-C6-cycloalkyl, R 21 is C1-C4-alkyl or C1-C4-alkoxy, R 22 is hydrogen or C1-C4-alkyl, R 25 is hydrogen or C1-C4-alkyl, R 8 is hydrogen, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C2-C4-alkenyl, C2-C4-alkynyl, C1-C4-alkylsulfanyl, C3-C6-cycloalkyl, phenyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, pyrazolyl, imidazolyl, thiazolyl, pyridinyl, phenoxy, or -N(R 30 )2, The C3-C6-cycloalkyl, phenyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, pyrazolyl, imidazolyl, thiazolyl, pyridinyl, and phenoxy optionally have one or two R 8Sc is substituted with a substituent, R 8Scare independently selected from the group consisting of halogen or C1-C4-alkyl, R 30 are independently hydrogen or C1-C4-alkyl, R 9 is hydrogen, fluoro, chloro, or cyano; Q is phenyl, naphthyl, indanyl, 1,3-benzodioxolyl, 4a,5,6,7-tetrahydropyrrolo[1,2-b]pyridazinyl, thienylpyridinyl, or quinolinyl; Phenyl may have 1 to 3 substituents Q S is replaced by and Naphthyl, indanyl, 1,3-benzodioxolyl, 4a,5,6,7-tetrahydropyrrolo[1,2-b]pyridazinyl, thienyl, pyridinyl, and quinolinyl optionally contain 1 to 3 substituents Q S is replaced by Q S is halogen, cyano, nitro, formyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxycarbonyl, C2-C4-alkenyl, C2-C4-alkynyl, C1-C4-alkylsulfanyl, C3-C6-cycloalkyl, oxetanyl, phenyl, pyrazolyl, pyridinyl, and -N(R 43 )2 independently selected from the group consisting of: said C1-C4-alkyl and C1-C4-alkoxy are optionally substituted with one or two substituents independently selected from the group consisting of hydroxyl, C1-C4-alkoxy, and C1-C4-alkoxycarbonyl; wherein the C3-C6-cycloalkyl, phenyl, pyrazolyl, and pyridinyl are optionally substituted with one or two substituents independently selected from the group consisting of halogen and C1-C4-alkyl, and R 43 are independently hydrogen or C1-C4-alkyl), and salts, N-oxides, and solvates thereof.

[0068] In an equally preferred embodiment, the present invention provides compounds of general formula (I) (Wherein, T is oxygen (O), n is 1, m is 0 or 1, R 1 is hydrogen, C1-C4-alkyl, C1-C4-alkoxy, or -C(=O)R 10 and R 10 is C1-C4-alkyl, R 2 and R 3 are independently hydrogen or C1-C4-alkyl, or R 2 and R 3 together with the carbon atoms to which they are attached form a C3-C5-cycloalkyl, R 4 and R 5 are independently hydrogen or halogen, or R 4 and R 5 together with the carbon atoms to which they are attached form a C3-C5-cycloalkyl, R 6 is phenyl, 2,3-dihydrobenzofuranyl, 1,3-benzodioxolyl, 2,3-dihydro-1,4-benzodioxinyl, furanyl, pyrazolyl, thienyl, pyridinyl, pyrimidinyl, indolyl, phenyloxy, or benzyloxy; Phenyl, 2,3-dihydrobenzofuranyl, 1,3-benzodioxolyl, 2,3-dihydro-1,4-benzodioxinyl, furanyl, pyrazolyl, thienyl, pyridinyl, pyrimidinyl, indolyl, phenyloxy, or benzyloxy is selected from the group consisting of 1 to 3 R 6S optionally substituted with a substituent; R 6Sare independently halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, -C(=O)R 16 , or -C(=O)(OR 17 ) and said C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, and pyridinyl are further optionally substituted with one or two substituents independently selected from the group consisting of fluoro, chloro, C1-C4-alkyl, and C1-C4-haloalkyl; and R 16 is C1-C4-alkyl, R 17 is hydrogen or C1-C4-alkyl, R 7 is hydrogen, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, pyridinyl, imidazolyl, pyrazolyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, piperidinyl, -N(R 20 )2, -C(=NR 21 )R 22 , or -C(=O)(OR 25 ) and C1-C4-Alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl, and C2-C4-alkynyl may optionally be substituted with one or two R 7Sa is substituted with a substituent, C3-C6-cycloalkyl, pyridinyl, imidazolyl, pyrazolyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, and piperidinyl optionally have one or two R 7Sc is substituted with a substituent, R20 is hydrogen, C1-C4-alkyl or C3-C6-cycloalkyl, R 21 is C1-C4-alkyl or C1-C4-alkoxy, R 22 is C1-C4-alkyl, R 25 is hydrogen or C1-C4-alkyl, and R 7Sa are independently C1-C4-alkoxy or phenyl, R 7Sc are independently halogen or C1-C4-alkyl, R 8 is hydrogen, halogen, C1-C4-alkyl, C1-C4-alkoxy, C2-C4-alkenyl, C2-C4-alkynyl, C1-C4-alkylsulfanyl, C3-C6-cycloalkyl, phenyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, pyrazolyl, imidazolyl, thiazolyl, pyridinyl, or -N(R 30 )2, The C3-C6-cycloalkyl, phenyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, pyrazolyl, imidazolyl, thiazolyl, and pyridinyl optionally contain one or two R 8Sc is substituted with a substituent, R 30 is C1-C6-alkyl, R 8Sc are independently halogen or C1-C4-alkyl, R 9 is hydrogen or halogen, Q is phenyl, 2,3-dihydrobenzofuranyl, indolinyl, 1,3-benzodioxolyl, chromanyl, 2,3-dihydro-1,4-benzodioxinyl, 5,6,7,8-tetrahydroquinolinyl, 2,3-dihydrobenzofuranyl, thienyl, pyridinyl, or indolyl; Phenyl, 2,3-dihydrobenzofuranyl, indolinyl, 1,3-benzodioxolyl, chromanyl, 2,3-dihydro-1,4-benzodioxinyl, 5,6,7,8-tetrahydroquinolinyl, 2,3-dihydrobenzofuranyl, thienyl, pyridinyl and indolyl are substituted with halogen, cyano, nitro, formyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkynyl, C3-C6-cycloalkyl, oxetanyl and -N(R 43 ) 1 to 3 Q independently selected from the group consisting of S is substituted with a substituent, said C3-C6-cycloalkyl and oxetanyl are optionally substituted with one or two substituents independently selected from the group consisting of halogen and C1-C4-alkyl, R 43 are independently hydrogen and C1-C4-alkyl), and salts, N-oxides, and solvates thereof.

[0069] In an even more preferred embodiment, the present invention provides a compound of general formula (I) T is oxygen (O), n is 1, m is 0 or 1, R 1 is hydrogen, R 10 is C1-C4-alkyl, R 2 and R 3 are independently hydrogen or methyl; R 4 and R 5 are independently hydrogen or fluoro; R 6 is phenyl, 2,3-dihydrobenzofuranyl, 1,3-benzodioxolyl, 2,3-dihydro-1,4-benzodioxinyl, furanyl, pyrazolyl, thienyl, pyridinyl, pyrimidinyl, indolyl, benzimidazolyl, benzothienyl, or benzyloxy; Phenyl, 2,3-dihydrobenzofuranyl, 1,3-benzodioxolyl, 2,3-dihydro-1,4-benzodioxinyl, furanyl, pyrazolyl, thienyl, pyridinyl, pyrimidinyl, indolyl, benzimidazolyl, benzothienyl, and benzyloxy optionally have 1 to 3 R 6S is substituted with a substituent, R 6S are independently halogen, cyano, C1-C4-alkyl, difluoromethyl, trifluoromethyl, C1-C4-alkoxy, difluoromethoxy, trifluoromethoxy, C2-C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, pyrazolyl, pyridinyl, -C(=O)R 16 , or -C(=O)(OR 17 ) and said C1-C4-alkyl and C2-C4-alkynyl are further optionally substituted with one or two substituents independently selected from the group consisting of hydroxyl, methoxy, ethoxy, and trimethylsilyl; R 16 is C1-C4-alkyl, R 17 is C1-C4-alkyl, R 7 is chloro, iodo, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, pyrazolyl, pyridinyl, tetrahydrofuranyl, pyrrolidinyl, -N(R 20 )2, -C(=NR 21 )R 22 , or -C(=O)(OR 25 ) and C1-C4-Alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl, and C2-C4-alkynyl may optionally be substituted with one or two R 7Sa is substituted with a substituent, C3-C6-cycloalkyl, pyrazolyl, pyridinyl, tetrahydrofuranyl, and pyrrolidinyl are substituted with one or two R 7Sc optionally substituted with a substituent; R 7Sa are independently C1-C4-alkoxy, -Si(C1-C4-alkyl)3, or phenyl, R 7Sc are independently halogen or C1-C4-alkyl, and R 20 is hydrogen, C1-C4-alkyl, cyclopropyl, or C3-C6-cyclo, R 21 is C1-C4-alkyl or C1-C4-alkoxy, R 22 is hydrogen or C1-C4-alkyl, R 25 is hydrogen or C1-C4-alkyl, R 8 is hydrogen, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C2-C4-alkenyl, C2-C4-alkynyl, C1-C4-alkylsulfanyl, C3-C6-cycloalkyl, phenyl, pyrrolidinyl, pyrazolyl, phenoxy, or -N(R 30 )2, The C3-C6-cycloalkyl, phenyl, pyrrolidinyl, pyrazolyl, and phenoxy may be selected from one or two R 8Sc optionally substituted with a substituent; R 8Sc are independently selected from the group consisting of halogen or C1-C4-alkyl, R 30 are independently hydrogen or C1-C4-alkyl, R 9 is hydrogen, fluoro, chloro, or cyano; Q is phenyl, naphthyl, indanyl, 1,3-benzodioxolyl, 4a,5,6,7-tetrahydropyrrolo[1,2-b]pyridazinyl, thienylpyridinyl, or quinolinyl; Phenyl may have 1 to 3 substituents Q S is replaced by and Naphthyl, indanyl, 1,3-benzodioxolyl, 4a,5,6,7-tetrahydropyrrolo[1,2-b]pyridazinyl, thienyl, pyridinyl, and quinolinyl optionally contain 1 to 3 substituents Q S is replaced by Q S is halogen, cyano, nitro, formyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkenyl, C2-C4-alkynyl, C1-C4-alkylsulfanyl, C3-C6-cycloalkyl, oxetanyl, phenyl, pyrazolyl, pyridinyl, and -N(R 43 )2 independently selected from the group consisting of: said C1-C4-alkyl and C1-C4-alkoxy are optionally substituted with one or two substituents independently selected from the group consisting of hydroxyl, methoxy or ethoxy; wherein the C3-C6-cycloalkyl, phenyl, pyrazolyl, and pyridinyl are optionally substituted with one or two substituents independently selected from the group consisting of halogen and C1-C4-alkyl, and R 43 are independently hydrogen or C1-C4-alkyl, and salts, N-oxides, and solvates thereof.

[0070] In an equally even more preferred embodiment, the present invention relates to compounds of general formula (I) T is oxygen (O), n is 1, m is 0 or 1, R 1 is hydrogen, R 2 and R 3 are independently hydrogen, R 4 and R 5are independently hydrogen or fluoro; R 6 is phenyl, 2,3-dihydrobenzofuranyl, 1,3-benzodioxolyl, 2,3-dihydro-1,4-benzodioxinyl, furanyl, pyrazolyl, thienyl, pyrimidinyl, indolyl, or benzyloxy; Phenyl, 2,3-dihydrobenzofuranyl, 1,3-benzodioxolyl, 2,3-dihydro-1,4-benzodioxinyl, furanyl, pyrazolyl, thienyl, pyrimidinyl, indolyl, and phenyloxy are substituted with one to three R 6S optionally substituted with a substituent; R 6S are independently halogen, C1-C4-alkyl, difluoromethyl, trifluoromethyl, C1-C4-alkoxy, difluoromethoxy, trifluoromethoxy, ethenyl, propenyl, ethynyl, propynyl, C3-C6-cycloalkyl, pyrazolyl, or -C(=O)(OR 17 ) and C3-C6-cycloalkyl and pyrazolyl are optionally further substituted by 1 or 2 substituents independently selected from the group consisting of fluoro, chloro, and C1-C4-alkyl, R 17 is hydrogen or C1-C4-alkyl, R 7 is chloro, iodo, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, -N(R 20 )2, or -C(=NR 21 )R 22 and C1-C4-Alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl, and C2-C4-alkynyl may optionally be substituted with one or two R 7Sa is substituted with a substituent, C3-C6-cycloalkyl optionally has one or two substituents R 7Sc is replaced by R 7Sa are independently C1-C4-alkoxy, R 7Sc are independently halogens, R 20 is hydrogen, cyclopropyl, or cyclobutyl; R 21 is C1-C4-alkyl or C1-C4-alkoxy, R 22 is C1-C4-alkyl, R 8 is hydrogen, halogen or C1-C4-alkyl, R 9 is hydrogen or halogen, Q is phenyl; Phenyl is selected from the group consisting of halogen, cyano, nitro, formyl, C-C-alkyl, C-C-haloalkyl, C-C-alkylcarbonyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkynyl, C-C-cycloalkyl, and oxetanyl. S is a substituent, Compounds of general formula (I), wherein said C3-C6-cycloalkyl and oxetanyl are optionally substituted with one or two substituents independently selected from the group consisting of halogen, and salts, N-oxides, and solvates thereof.

[0071] Preferably, R 1 is hydrogen, hydroxyl, cyano, C1-C6-alkyl, C1-C6-alkoxy, C1-C6-alkoxy-C1-C6-alkyl, -C(=O)R 10 , or -C(=O)(OR 11 ) and R 10 and R 11 are independently C1-C6-alkyl or C2-C6-alkenyl.

[0072] More preferably, R 1 is hydrogen, hydroxyl, C1-C4-alkyl, C1-C4-alkoxy, or -C(=O)R 10 and R 10 are independently C1-C4-alkyl.

[0073] Even more preferably, R 1 is hydrogen.

[0074] Appropriate R 1 Non-limiting examples of 1 R disclosed in 1 Any of the groups may be included.

[0075] Preferably, n is 1 and m is 0 or 1.

[0076] Preferably, R 2 and R 3 are independently hydrogen, halogen, cyano, C-C-alkyl, C-C-haloalkyl, C-C-alkoxycarbonyl, or C-C-cycloalkyl, or R 2 and R 3 together with the carbon atoms to which they are attached form a C3-C6-cycloalkyl ring.

[0077] More preferably, R 2 and R 3 are independently hydrogen or C1-C4-alkyl, or R 2 and R 3 together with the carbon atoms to which they are attached form a cyclopropyl ring.

[0078] Even more preferably, R 2 and R 3 is hydrogen.

[0079] Preferably, R 4 and R 5 are independently hydrogen, halogen, hydroxyl, C-C-alkyl, or C-C-haloalkyl, or R4 and R 5 together with the carbon atoms to which they are attached form a C3-C6-cycloalkyl ring.

[0080] More preferably, R 4 and R 5 are independently hydrogen or halogen, or R 4 and R 5 together with the carbon atoms to which they are attached form a cyclopropyl ring.

[0081] Preferably, R 2 and R 4 forms a cyclopropyl ring, and R 3 and R 5 are independently hydrogen or halogen.

[0082] More preferably, R 1 is hydrogen and R 2 and R 3 are independently hydrogen or C1-C4-alkyl, or R 2 and R 3 together with the carbon atom to which they are attached to form a cyclopropyl, and R 4 and R 5 are independently hydrogen or halogen, or R 4 and R 5 together with the carbon atom to which they are attached form cyclopropyl.

[0083] Even more preferably, R 1 is hydrogen, n is 1, m is 0 or 1, and R 2 and R 3 are independently hydrogen or methyl, and R 4 and R 5 are independently hydrogen or halogen.

[0084] Preferably, R 6 is one C6-C 14 -aryl-substituted C7-C 12 -carbocycle, C6-C14 -aryl, 3- to 14-membered heterocyclyl, 5- to 14-membered heteroaryl, C6-C 14 -aryloxy, and C1-C3-alkoxy, Said C6-C 14 -aryl optionally has 1 to 3 substituents R 6S is replaced by C7-C 12 -carbocycle, C6-C 14 -aryl, 3- to 14-membered heterocyclyl, 5- to 14-membered heteroaryl, and C-C 14 -aryloxy is 1 to 3 substituents R 6S optionally substituted with R 6S are independently halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, tetrahydropyranyl, -C(=O)R 16 , or -C(=O)(OR 17 ) and The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, and C2-C6-haloalkynyl are selected from the group consisting of cyano, hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, and 3- to 7-membered heterocycloalkyl. and wherein said C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, and tetrahydropyranyl are optionally further substituted by one or two substituents independently selected from the group consisting of halogen, C1-C6-alkyl, C1-C6-haloalkyl, and C1-C6-alkoxycarbonyl, and R 16 is C1-C6-alkyl and R 17 is hydrogen or C1-C6-alkyl.

[0085] More preferably, R 6are phenyl, naphthyl, indanyl, tetrahydronaphthalenyl, bicyclo[4.2.0]octa-1(6),2,4-trienyl, spiro[cyclopropane-2,1'-indan]-1-yl, spiro[cyclopropane-1,2'-tetralin]-1-yl, phenyl, naphthyl, dihydrobenzofuranyl, dihydrobenzothiophenyl, indolinyl, 1,3-benzodioxolyl, tetrahydroquinolinyl, chromanyl, isochromanyl, thiochromanyl, dihydro-1,4-benzodioxinyl, tetrahydroquinolin ... dihydrobenzothiophenyl, dihydro-5H-cyclopenta[b]pyridinyl, tetrahydrobenzofuranyl, tetrahydrobenzoxazolyl, tetrahydrobenzothiazolyl, tetrahydro-1H-benzimidazolyl, tetrahydroindazolyl, tetrahydro-2H-isoindolyl, tetrahydro-2-benzothiophenyl, dihydro-4H-cyclopenta[b]thiophenyl, dihydro-4H-cyclopenta[d]thiazolyl, tetrahydropyrazolo[1,5-a]pyridinyl, tetrahydro-[1 ,2,4]triazolo[1,5-a]pyridinyl, tetrahydroimidazo[1,2-a]pyridinyl, dihydro-5H-thieno[3,2-b]pyranyl, spiro[chroman-3,1'-cyclopropan]-yl, spiro[7,8-dihydro-5H-quinoline-6,1'-cyclopropan]-yl, furanyl, thienyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, oxadiazolyl, thiazolyl, thiadiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, indolyl, benzimidazolyl, iodo thieno[3,2-b]pyrrolyl, thieno[3,2-b]thiophenyl, imidazo[2,1-b]oxazolyl, furo[2,3-d]isoxazolyl, or thieno[2,3-d]isothiazolyl; Phenyl, naphthyl, indanyl, tetrahydronaphthalenyl, bicyclo[4.2.0]octa-1(6),2,4-trienyl, spiro[cyclopropane-2,1'-indan]-1-yl, spiro[cyclopropane-1,2'-tetralin]-1-yl, phenyl, naphthyl, dihydrobenzofuranyl, dihydrobenzothiophenyl, indolinyl, 1,3-benzodioxolyl, tetrahydroquinolinyl, chromanyl, isochromanyl, thiochromanyl, dihydro-1,4-benzodioxinyl, Tetrahydrobenzothiophenyl, dihydro-5H-cyclopenta[b]pyridinyl, tetrahydrobenzofuranyl, tetrahydrobenzoxazolyl, tetrahydrobenzothiazolyl, tetrahydro-1H-benzimidazolyl, tetrahydroindazolyl, tetrahydro-2H-isoindolyl, tetrahydro-2-benzothiophenyl, dihydro-4H-cyclopenta[b]thiophenyl, dihydro-4H-cyclopenta[d]thiazolyl, tetrahydropyrazolo[1,5-a ...benzothiazolyl, tetrahydrobenzothiazolyl, tetrahydrobenzothiazolyl, tetrahydrobenzothiazolyl, tetrahydrobenzothiazolyl, tetrahydrobenzothiazolyl, tetrahydrobenzothiazolyl, tetrahydrobenzothiazolyl, tetrahydrobenzothiazolyl, tetrahydrobenzothiazolyl, tetrahydrobenzothiazolyl, tetrahydrobenzothiazolyl, tetrahydrobenzothiazolyl, tetrahydrobenzothiazolyl, tetrahydrobenzothiazolyl, tetrahydrobenzothiazolyl, tetrahydrobenzothiazolyl, tetrahydrobenzothiazolyl, tetrahydrobenzothiazolyl, tetrahydrobenzothiazolyl, tetrahydrobenzothiazolyl, tetrahydro-[1,2,4]triazolo[1,5-a]pyridinyl, tetrahydroimidazo[1,2-a]pyridinyl, dihydro-5H-thieno[3,2-b]pyranyl, spiro[chroman-3,1'-cyclopropan]-yl, spiro[7,8-dihydro-5H-quinoline-6,1'-cyclopropan]-yl, furanyl, thienyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, oxadiazolyl, thiazolyl, thiadiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, indolyl, benzimidazolyl, indazolyl, benzofuranyl, benzothiophenyl, benzothiazolyl, benzoxazolyl, quinolinyl, isoquinolinyl, quinoxalinyl, pyrrolo[3,2-c]pyridinyl, imidazo[1,2-a]pyridinyl, [1,2,4]triazolo[4,3-a]pyridinyl, imidazo[1,2-a]pyridinyl, thieno[3,2-b]pyrrolyl, thieno[3,2-b]thiophenyl, imidazo[2,1-b]oxazolyl, furo[2,3-d]isoxazolyl, and thieno[2,3-d]Isothiazolyl is selected from halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, -C(=O)R, 16 , and -C(=O)(OR 17 one or two substituents R independently selected from the group consisting of 6S wherein said C-C-cycloalkyl, phenyl, pyrazolyl, imidazolyl, and pyridinyl are optionally substituted by one or two substituents independently selected from the group consisting of fluoro, chloro, C-C-alkyl, and C-C-haloalkyl, and R 16 is C1-C4-alkyl, and R 17 is hydrogen or C1-C4-alkyl.

[0086] Even more preferably, R 6 is phenyl, 1,3-benzodioxol-5-yl, 2,3-dihydro-1,4-benzodioxin-6-yl, 4,5,6,7-tetrahydrobenzothiophen-7-yl, furan-2-yl, thien-2-yl, thien-3-yl, pyrazol-1-yl, pyrimidin-2-yl, pyrimidin-5-yl, indol-3-yl, indol-4-yl, indol-5-yl, phenoxy, or benzyloxy; Phenyl, 1,3-benzodioxol-5-yl, 2,3-dihydro-1,4-benzodioxin-6-yl, 4,5,6,7-tetrahydrobenzothiophen-7-yl, furan-2-yl, thien-2-yl, thien-3-yl, pyrazol-1-yl, pyrimidin-2-yl, pyrimidin-5-yl, indol-3-yl, indol-4-yl, indol-5-yl, phenoxy and benzyloxy are not limited to halogen, cyano, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkenyl, C-C-alkynyl, C-C-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, -C(=O)R 16 , or -C(=O)(OR 17 ) one or two R independently selected from the group consisting of 6S wherein said C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, and pyridinyl are optionally further substituted by one or two substituents independently selected from the group consisting of fluoro, chloro, C1-C4-alkyl, and C1-C4-haloalkyl, and R 16 is C1-C4-alkyl and R 17 is hydrogen or C1-C4-alkyl.

[0087] In an even more preferred embodiment, R 6 teeth,

[0088] [ka] or [ka] and

[0089] § 1 is C(R 4 R 5 ) m , is a connection point to R 6S1 and R 6S2 are independently hydrogen or R6S And, R 6S is halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-alkylcarbonyl, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl and pyrazolyl, The C3-C6-cycloalkyl and pyrazolyl are optionally substituted with 1 or 2 substituents independently selected from the group consisting of halogen and C1-C4-alkyl, R 6S1 and R 6S2 At least one of these is different from hydrogen.

[0090] Suitable chains include:

[0091] [ka] Non-limiting examples of

[0092] The following chain:

[0093] [ka] Contains one of the following:

[0094] In Table 1,

[0095] [ka]

[0096] " column.

[0097] Preferably, R 7is hydrogen, halogen, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, phenyl, naphthyl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, -N(R 20 )2, -C(=NR 21 )R 22 , -C(=O)(OR 25 ), or -C(=O)N(R 26 )2, in which C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-alkylsulfonyl, and C1-C6-haloalkylsulfonyl are selected from the group consisting of 1 to 3 R 7Sa Optionally substituted by substituents, C3-C8-cycloalkyl, phenyl, naphthyl, 5- or 6-membered heteroaryl, and 3- to 7-membered heterocyclyl are substituted by 1 to 3 R 7Sc optionally substituted with a substituent; R 20 is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl or C3-C6-cycloalkyl, C3-C8-cycloalkyl is optionally substituted by 1 or 2 substituents independently selected from the group consisting of halogen and C1-C6-alkyl, R 21 is hydroxyl, C1-C6-alkyl, or C1-C6-alkoxy, R 22is hydrogen, C1-C6-alkyl or C1-C6-haloalkyl, R 25 and R 26 are independently hydrogen or C1-C6-alkyl, and R 7Sa are independently cyano, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C6-cycloalkyl, C1-C4-alkoxycarbonyl, and phenyl, R 7Sc are independently halogen, hydroxyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, or C1-C4-haloalkoxy.

[0098] More preferably, R 7 is hydrogen, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, pyridinyl, imidazolyl, pyrazolyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, piperidinyl, -N(R 20 )2, -C(=NR 21 )R 22 , or -C(=O)(OR 25 ) in which C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl, and C2-C4-alkynyl are selected from the group consisting of one or two R 7Sa Optionally substituted by substituents, C3-C6-cycloalkyl, pyridinyl, imidazolyl, pyrazolyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, piperidinyl may be substituted by one or two R 7Sc optionally substituted with a substituent; R 20 is hydrogen, C1-C4-alkyl or C3-C6-cycloalkyl, R 21is C1-C4-alkyl or C1-C4-alkoxy, R 22 is C1-C4-alkyl, R 25 is hydrogen or C1-C4-alkyl, and R 7Sa are independently C1-C4-alkoxy or phenyl, R 7Sc are independently halogen or C1-C4-alkyl.

[0099] Likewise, more preferably, R 7 is chloro, iodo, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, -N(R 20 )2, or -C(=NR 21 )R 22 And, C1-C4-Alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl, and C2-C4-alkynyl may optionally be substituted with one or two R 7Sa is substituted with a substituent, C3-C6-cycloalkyl optionally has one or two substituents R 7Sc is replaced by R 20 is hydrogen, cyclopropyl, or cyclobutyl; R 21 is C1-C4-alkyl or C1-C4-alkoxy, R 22 is C1-C4-alkyl, and R 7Sa are independently C1-C4-alkoxy, R 7Sc are independently halogen.

[0100] Even more preferably, R7 is chloro, iodo, C1-C4-alkyl, C1-C4-haloalkyl, C2-C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, or -C(=NR 21 )R 22 and R 21 is C1-C4-alkyl or C1-C4-alkoxy, R 22 is C1-C4-alkyl.

[0101] Appropriate R 7 Non-limiting examples of 7 " R listed in 7 Any of the groups may be included.

[0102] Preferably, R 8 is hydrogen, halogen, C1-C4-alkyl, C1-C4-alkoxy, C2-C4-alkenyl, C2-C4-alkynyl, C1-C4-alkylsulfanyl, C3-C6-cycloalkyl, phenyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, pyrazolyl, imidazolyl, thiazolyl, pyridinyl, or -N(R 30 )2, The C3-C6-cycloalkyl, phenyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, pyrazolyl, imidazolyl, thiazolyl, and pyridinyl optionally contain one or two R 8Sc is substituted with a substituent, R 30 is C1-C6-alkyl, R 8Sc are independently selected from the group consisting of halogen and C1-C4-alkyl.

[0103] More preferably, R 8 is hydrogen, halogen, C1-C4-alkyl, C1-C4-alkoxy, C2-C4-alkenyl, C2-C4-alkynyl, C1-C4-alkylsulfanyl, or C3-C6-cycloalkyl.

[0104] Likewise, more preferably, R 8 is hydrogen, halogen, or C1-C4-alkyl.

[0105] Even more preferably, R 8 is hydrogen, halogen, or C1-C4-alkyl.

[0106] Appropriate R 8 Non-limiting examples of 8 " R listed in 8 Any of the groups may be included.

[0107] Preferably, Q is phenyl, naphthyl, bicyclo[4.2.0]octa-1(6)2,4-trienyl, indanyl, tetrahydronaphthalenyl, indenyl, dihydronaphthalenyl, dihydrobenzofuranyl, dihydroisobenzofuranyl, indolinyl, 1,3-benzodioxolyl, chromanyl, dihydro-1,4-benzodioxinyl, [1,3]dioxolo[4,5-b]pyridinyl, 4a,5,6,7-tetrahydropyrrolo[1,2-b]pyridazinyl. , tetrahydroquinolinyl, dihydro-5H-cyclopenta[b]pyridinyl, dihydrobenzofuranyl, pyrrolyl, furanyl, thienyl, imidazolyl, triazolyl, oxazolyl, thiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, indolyl, benzimidazolyl, indazolyl, benzofuranyl, benzothiophenyl, benzothiazolyl, benzoxazolyl, quinolinyl, furopyridinyl, thienothiophenyl, or thienothiazolyl, Phenyl may have 1 to 4 substituents Q S is replaced by and naphthyl, bicyclo[4.2.0]octa-1(6)2,4-trienyl, indanyl, tetrahydronaphthalenyl, indenyl, dihydronaphthalenyl, dihydrobenzofuranyl, dihydroisobenzofuranyl, indolinyl, 1,3-benzodioxolyl, chromanyl, dihydro-1,4-benzodioxinyl, [1,3]dioxolo[4,5-b]pyridinyl, 4a,5,6,7-tetrahydropyrrolo[1,2-b]pyridazinyl, tetrahydroquinolinyl, nyl, dihydro-5H-cyclopenta[b]pyridinyl, dihydrobenzofuranyl, pyrrolyl, furanyl, thienyl, imidazolyl, triazolyl, oxazolyl, thiazolyl, pyridinyl, pyridazinyl, pyrimidinyl, indolyl, benzimidazolyl, indazolyl, benzofuranyl, benzothiophenyl, benzothiazolyl, benzoxazolyl, quinolinyl, furopyridinyl, thienothiophenyl, and thienothiazolyl optionally have 1 to 4 substituents Q S is replaced by Q S is halogen, cyano, nitro, hydroxyl, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C2-C6-alkenyl, C2-C 6-ハロ Alkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C3-C6-cycloalkyl, oxetanyl, and -N(R 43 )2, wherein the C3-C6-cycloalkyl and oxetanyl are optionally substituted with one or two substituents independently selected from the group consisting of halogen, C1-C4-alkyl, and C1-C4-haloalkyl, and R 43 is hydrogen or C1-C6-alkyl.

[0108] More preferably, Q is phenyl, naphthyl, bicyclo[4.2.0]octa-1(6),2,4-trienyl, benzodioxolyl, 2,3-dihydrobenzofuranyl, pyridinyl, thienyl, or indolyl, and the phenyl is selected from the group consisting of 1 to 3 substituents Q s and naphthyl, bicyclo[4.2.0]octa-1(6),2,4-trienyl, benzodioxolyl, 2,3-dihydrobenzofuranyl, pyridinyl, thienyl, and indolyl are substituted with one to three substituents Q s is replaced by Q S are independently selected from the group consisting of halogen, cyano, nitro, formyl, C-C-alkyl, C-C-haloalkyl, C-C-alkylcarbonyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkynyl, and C-C-cycloalkyl, wherein said C-C-cycloalkyl and oxetanyl in turn are optionally substituted with one or two substituents independently selected from the group consisting of fluoro or methyl.

[0109] Likewise, even more preferably, Q is phenyl, which phenyl is selected from the group consisting of halogen, cyano, nitro, formyl, C-C-alkyl, C-C-haloalkyl, C-C-alkylcarbonyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkenyl, C-C-alkynyl, cyclopropyl, and cyclobutyl. s wherein said cyclopropyl and cyclobutyl are in turn optionally substituted with one or two substituents independently selected from the group consisting of fluoro or methyl.

[0110] Even more preferably, Q is

[0111] [ka] [ka] [ka] And,

[0112] §2 is the bond to the oxygen atom, Q S1 is hydrogen or halogen, Q S2 is hydrogen, halogen, cyano, nitro, C1-C4-alkyl, trifluoromethyl, difluoromethyl, C1-C4-alkylcarbonyl, C1-C6-alkoxy, difluoromethoxy, trifluoromethoxy, C2-C4-alkynyl, C3-C6-cycloalkyl, oxiranyl or oxetanyl, Q S1 and Q S2 At least one of these is different from hydrogen.

[0113] Non-limiting examples of suitable Q include any of the Q groups listed in Table 1, column "Q."

[0114] m, n, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 The above specific definitions of Q (broad definitions as well as preferred, more preferred, and even more preferred definitions) can be combined in various ways. Thus, these combinations of definitions provide subclasses of compounds according to the invention, such as those disclosed below.

[0115] The present invention also relates to any compound of formula (I) disclosed in Table 1.

[0116] The compounds of formula (I) can be used as fungicides (for controlling phytopathogenic fungi), in particular in a method for controlling phytopathogenic fungi which comprises applying one or more compounds of formula (I) to a plant.

[0117] Processes for preparing compounds of formula (I) and intermediates The present invention relates to processes for preparing compounds of formula (I) and intermediates thereof. Unless otherwise indicated, the radicals Q, T, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , and R 9 , and m and n have the meanings given above for compounds of formula (I). These definitions apply not only to the final product of formula (I) but also to all intermediates.

[0118] The compounds of formula (Ia) to (Ig) are a subset of formula (I). The compounds of formula (Ia-1) to (Ia-8) are a subset of formula (Ia). All substituents of formula (Ia) to (Ig) and formula (Ia-1) to (Ia-8) are as defined above for formula (I) unless otherwise specified.

[0119] The compounds of general formula (I) can be prepared by different routes as well as by known processes (see, for example, the references therein). Non-limiting examples of suitable processes are described herein.

[0120] A compound of formula (I) may be obtained directly by carrying out Process A or B, or may be obtained by conversion or derivatization of another compound of formula (I) prepared according to the processes described herein. For example, a compound of formula (I) can be converted to another compound of formula (I) by replacing one or more substituents of the starting compound of formula (I) with other substituents. Non-limiting examples of such conversions or derivatizations are described below (Process C to Process G).

[0121] The processes described herein can be suitably carried out using one or more inert organic solvents customary for the reaction under consideration. Suitable inert organic solvents can be selected from the following: aliphatic, alicyclic, or aromatic hydrocarbons (e.g., petroleum ether, pentane, hexane, heptane, cyclohexane, methylcyclohexane, ligroin, benzene, toluene, xylene, or decalin), halogenated aliphatic, alicyclic, or aromatic hydrocarbons (e.g., chlorobenzene, dichlorobenzene, dichloromethane, chloroform, carbon tetrachloride, 1,2-dichloroethane, or trichloroethane), ethers (e.g., diethyl ether, diisopropyl ether, methyl t-butyl ether, methyl t-amyl ether, dioxane, tetrahydrofuran, 2-methyltetrahydrofuran, 1,2-dimethoxyethane, 1,2-diethoxyethane, or anisole), ketones (e.g., acetone, methyl ethyl ketone, methyl isopropyl ether, methyl ...methyl ether, methyl methyl methyl ether, methyl methyl methyl ether, methyl methyl methyl ether, methyl methyl methyl ether, methyl methyl methyl ether, methyl methyl methyl ether, methyl methyl methyl methyl ether, methyl methyl methyl methyl ether, methyl methyl methyl methyl methyl methyl methyl methyl methyl methyl methyl methyl The solvent may be any of the following: an isopropyl ketone, and methyl isobutyl ketone), an ester (e.g., methyl acetate, ethyl acetate, or butyl acetate), an alcohol (e.g., methanol, ethanol, propanol, isopropanol, butanol, tert-butanol), a nitrile (e.g., acetonitrile, propionitrile, n- or i-butyronitrile, or benzonitrile), an amide (e.g., N,N-dimethylformamide, N,N-dimethylacetamide, N-methylformanilide, N-methylpyrrolidone, or hexamethylphosphoric triamide), a sulfoxide (e.g., dimethyl sulfoxide) or a sulfone (e.g., sulfolane), a urea (e.g., 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone), or a mixture thereof.

[0122] Some processes described herein require or can optionally use one or more inorganic or organic bases customary for such reactions. Examples of suitable inorganic and organic bases include alkaline earth metal or alkali metal carbonates (e.g., sodium carbonate, potassium carbonate, potassium bicarbonate, sodium bicarbonate, or cesium carbonate), alkali metal hydrides (e.g., sodium hydride), alkaline earth metal or alkali metal hydroxides (e.g., sodium hydroxide, calcium hydroxide, potassium hydroxide, or other ammonium hydroxide derivatives), alkaline earth metal, alkali metal, or ammonium fluorides (e.g., potassium fluoride, cesium fluoride, or tetrabutylammonium fluoride), alkali metal or alkaline earth metal acetates (e.g., sodium acetate, lithium acetate, potassium acetate, or calcium acetate), alkali metal alcoholates (e.g., potassium tert-butoxide or sodium tert-butoxide), alkali metal phosphates (e.g., tripotassium phosphate), tertiary amines (e.g., trimethylamine, triethylamine, tributylamine, N,N-dimethylaniline, N,N-dicyclohexylmethylamine, N,N-diisopropylethylamine, N-methylpiperidine, N,N-dimethylaminopyridine, diazabicyclooctane (DABCO), diazabicyclononene (DBN), diazabicycloundecene (DBU), quinuclidine, 3-acetoxyquinuclidine, guanidine, or aromatic bases (e.g., pyridine, picoline, lutidine, or collidine).

[0123] Some of the processes described herein can optionally be carried out in the presence of a transition metal catalyst, such as a metal (e.g., copper or palladium) salt or complex, and, where appropriate, in the presence of a ligand.

[0124] Suitable copper salts or complexes and their hydrates include, but are not limited to, metallic copper, copper(I) iodide, copper(I) chloride, copper(I) bromide, copper(II) chloride, copper(II) bromide, copper(II) oxide, copper(I) oxide, copper(II) acetate, copper(I) acetate, copper(I) thiophene-2-carboxylate, copper(I) cyanide, copper(II) sulfate, bis(2,2,6,6-tetramethyl-3,5-heptanedionate)copper(II), copper(II) trifluoromethanesulfonate, tetrakis(acetonitrile)copper(I) hexafluorophosphate, tetrakis(acetonitrile)-copper(I) tetrafluoroborate.

[0125] The appropriate copper complex can be prepared in situ in the reaction mixture by adding copper salts and ligands or salts separately, such as: It is also possible to generate in situ: ethylenediamine, N,N-dimethylethylenediamine, N,N'-dimethylethylenediamine, rac-trans-1,2-diaminocyclohexane, rac-trans-N,N'-dimethylcyclohexane-1,2-diamine, 1,1'-binaphthyl-2,2'-diamine, N,N,N',N'-tetramethylethylenediamine, proline, N,N-dimethylglycine, quinolin-8-ol, pyridine, 2-aminopyridine, 4-(dimethylamino)pyridine, 2,2'-bipyridyl, 2,6-di(2-pyridyl)pyridine, 2-picolinic acid, 2-(dimethylaminomethyl)-3-hydroxypyridine, 1,10-phenanthroline, 3,4,7,8-tetramethyl-1,10-phenanthroline, 2,9-dimethyl-1,10-phenanthroline, 4,7-dimethoxypyridine ... bis-1,10-phenanthroline, N,N'-bis[(E)-pyridin-2-ylmethylidene]cyclohexane-1,2-diamine, N-[(E)-phenylmethylidene], N-[(E)-phenylmethylidene]-cyclohexanamine, 1,1,1-tris(hydroxymethyl)ethane, ethylene glycol, 2,2,6,6-tetramethylheptane-3,5-dione, 2-(2,2-dimethylpropanoyl)cyclohexanone, acetylacetone, dibenzoylmethane, 2-(2-methylpropanoyl)cyclohexanone, biphenyl-2-yl(di-tert-butyl)phosphane, ethylene bis-(diphenylphosphine), N,N-diethylsalicylamide, 2-hydroxybenzaldehyde oxime, oxo[(2,4,6-trimethylphenyl)amino]acetic acid, or 1H-pyrrole-2-carboxylic acid.

[0126] Suitable palladium salts or complexes include, but are not limited to, palladium chloride, palladium acetate, tetrakis(triphenylphosphine)palladium(0), bis(dibenzylideneacetone)palladium(0), tris(dibenzylideneacetone)dipalladium(0), bis(triphenylphosphine)palladium(II) dichloride, [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II), bis(cinnamyl)dichlorodipalladium(II), bis(allyl)-dichlorodipalladium(II), or [1,1′-Bis(di-tert-butylphosphino)ferrocene]dichloropalladium(II).

[0127] Palladium complexes can also be formed in the reaction mixture by adding separately to the reaction palladium salts and ligands or salts such as: triethylphosphine, tri-tert-butylphosphine, tri-tert-butylphosphonium tetrafluoroborate, tricyclohexylphosphine, 2-(dicyclohexylphosphino)biphenyl, 2-(di-tert-butylphosphino)biphenyl, 2-(dicyclohexylphosphino)-2' -(N,N-dimethylamino)biphenyl, 2-(tert-butylphosphino)-2'-(N,N-dimethylamino)biphenyl, 2-di-tert-butylphosphino-2',4',6'-triisopropylbiphenyl, 2-dicyclohexylphosphino-2',4',6'-triisopropylbiphenyl, 2-dicyclohexylphosphino-2,6'-dimethoxybiphenyl, 2-dicyclohexylphosphino-2',6'-diisopropoxybiphenyl, triflate phenyl-phosphine, tris-(o-tolyl)phosphine, sodium 3-(diphenylphosphino)benzenesulfonate, tris-(2-methoxy-phenyl)phosphine, 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl, 1,4-bis(diphenylphosphino)butane, 1,2-bis(diphenylphosphino)ethane, 1,4-bis(dicyclohexylphosphino)butane, 1,2-bis(dicyclohexylphosphino)-ethane, 2-(dicyclohexylphosphino) (R)-(-)-1-[(S)-2-diphenylphosphino)ferrocenyl]ethyldicyclohexylphosphine, tris-(2,4-tert-butyl-phenyl)phosphite, di(1-adamantyl)-2-morpholinophenylphosphine, or 1,3-bis(2,4,6-trimethylphenyl)imidazolium chloride.

[0128] Suitable catalysts and / or ligands may be selected from commercial catalogs or reviews such as "Metal Catalysts for Organic Synthesis" by Strem Chemicals (Chemical Society Reviews (2014), 43, 3525, Coordination Chemistry Reviews (2004), 248, 2337 and references therein).

[0129] Some of the processes described herein can be carried out by metal photoredox catalysis according to methods reported in the literature (Nature chemistry review, (2017) 0052 and references cited therein; Science (2016) 352, 6291, 1304; Org. Lett. 2016, 18, 4012, J. Org. Chem 2016, 81, 6898; J. Am. Chem. Soc. 2016, 138, 12715, J. Am. Chem. Soc. 2016, 138, 13862; J. Am. Chem. Soc. 2016, 138, 8034; J. Org. Chem. 2016, 81, 12525, J. Org. Chem. 2015, 80, 7642). This process is then carried out in the presence of a photosensitizer, such as an Ir complex and a Ru complex or an organic dye, and a metal catalyst, such as a Ni complex. The reaction can be carried out in the presence of a ligand, and, where appropriate, a base, under irradiation with blue or white light.

[0130] Suitable photosensitizers include [Ir(dFCF3ppy)2(bpy)]PF6 (dFCF3ppy = 2-(2,4-difluorophenyl)-5-trifluoromethylpyridine, bpy = 2,2'-bipyridine), [Ir(dFCF3ppy)2(dtbbpy)]PF6 (dtbbpy = 4,4'-di-tert-butyl-2,2'-bipyridine), Ir(ppy)2(dtbbpy)PF6 (ppy = 2-phenylpyridine), Ir(ppy)2(bpy)PF6, Ir(dFppy)3PF6 (dFppy = 2-(2,4-difluorophenyl)pyridine), fac-Ir(ppy)3, (Ir[diF(5-Me)ppy]2(tetramethylphenyl)pyridine)P These include, but are not limited to, iridium (Ir)(III) photocatalysts such as F6 (diF(5-Me)ppy = 2-(2,4-difluorophenyl)-5-methylpyridine, tetraMePhen = 3,4,7,8-tetramethyl-1,10-phenanthroline), rubidium (Ru)(II) photocatalysts such as Ru(bpy)3Cl2 or Ru(bpy)3(PF6)2, or organic dyes such as 9-mesityl-10-acridinium, salts such as perchlorate or tetrafluoroborate, or 2,4,5,6-tetra-9H-carbazol-9-yl-1,3-benzenedicarbonitrile, 9-fluorenone, and 9,10-phenanthrenequinone.

[0131] Suitable nickel catalysts include, but are not limited to, bis(1,5-cyclooctadiene)nickel(0), nickel(II) chloride, nickel(II) bromide, nickel(II) iodide (in anhydrous or hydrated form or as a dimethoxyethane complex), nickel(II) acetylacetonate, and nickel(II) nitrate hexahydrate. These nickel catalysts may be used in combination with bipyridine ligands such as 2,2'-bipyridine, 4,4'-di-tert-butyl-2,2'-bipyridine, 4,4'-dimethoxy-2,2'-bipyridine, and 4,4'-dimethyl-2,2'-bipyridine, or phenanthrolines such as 1,10-phenanthroline, 4,7-dimethyl-1,10-phenanthroline, and 4,7-dimethoxy-1,10-phenanthroline, or diamines such as N,N,N',N'-tetramethylethylenediamine, or diones such as tetramethylheptanedione.

[0132] The processes described herein can be carried out at temperatures ranging from -105°C to 250°C, preferably from -78°C to 185°C.

[0133] The reaction time varies as a function of the scale of the reaction and the reaction temperature, but is generally from a few minutes to 48 hours.

[0134] The processes described herein are generally carried out under normal pressure, however, it is also possible to work under elevated or reduced pressure.

[0135] In the processes described herein, the starting materials are generally used in approximately equimolar amounts, although it is also possible to use one of the starting materials in relatively large excess.

[0136] Process for preparing compounds of formula (I) Process A A compound of formula (Ia) (wherein m, n, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R7 , R 8 , R 9 and Q is defined above, and T is oxygen (O), can be represented by formula (1), where R 7 , R 8 , R 9 and Q are defined as above, and U 1 is hydroxyl, halogen, or C1-C6-alkoxy) by reacting a compound of formula (2) (m, n, R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 can be prepared by a process comprising reacting an amine of (as defined above) or a salt thereof as shown in Scheme 1.

[0137] Scheme 1: Process A - Synthesis of Amides of Formula (Ia)

[0138] [ka]

[0139] U 1Compounds of formula (1) in which is a hydroxyl group can be reacted with amines of formula (2) in the presence of a condensing reagent by methods described in the literature (e.g., Tetrahedron 2005, 61, 10827-10852). Examples of suitable condensing reagents include halogenating agents (e.g., phosgene, phosphorus tribromide, phosphorus trichloride, phosphorus pentachloride, phosphorus trichloride oxide, oxalyl chloride, or thionyl chloride), dehydrating agents (e.g., ethyl chloroformate, methyl chloroformate, isopropyl chloroformate, isobutyl chloroformate, or methanesulfonyl chloride), carbodiimides (e.g., N,N'-dicyclohexylcarbodiimide (DCC)), or other conventional condensation (or peptide coupling) reagents (e.g., phosphorus pentoxide, polyphosphoric acid, bis(2-oxo-3-oxazolidinyl)phosphinic chloride, 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate (HATU), N,N'-carbonyldiimidazole, 2-ethoxy-N-ethoxycarbonyl-1,2-dihydroquinoline (EEDQ), triphenylphosphine / tetrachloromethane, 4-(4,6-dimethoxy[1.3.5]-triazin-2-yl)-4-methylmorpholinium chloride hydrate, bromotripyrrolidinophosphonium hexafluorophosphate, or propanephosphonic anhydride (T3P).

[0140] U 1 Compounds of formula (1) in which is a halogen atom can be reacted with amines of formula (2) in the presence of an acid scavenger by well-known methods. Suitable acid scavengers include any inorganic and organic bases conventional for such reactions, as described herein. Alkali metal carbonates, alkaline earth metal acetates, tertiary amines, or aromatic bases are preferred.

[0141] U 1 Compounds of formula (1) in which is a C1-C6-alkoxy group can be reacted with an excess of an amine of formula (2), optionally in the presence of a Lewis acid such as trimethylaluminum.

[0142] Compounds of formula (1) may be prepared by one or more of the processes described herein (see Processes H, I, J, and K).

[0143] Amines of formula (2) are commercially available or can be prepared according to processes described in the literature (e.g., WO 2007 / 141009, WO 2013 / 064460, WO 2015 / 078800, WO 2016 / 066574, U.S. Patent Application Publication No. 2006 / 0116370, WO 2007 / 134799, WO 2014 / 177487, WO 2011 / 144338, EP 0807629).

[0144] Process B Formula (Ia-1) (where m, n, R 2 , R 3 , R 4 , R 5 , R 6 , R 9 and Q is defined as above, and T is oxygen (O); R 1 is hydrogen, hydroxyl, cyano, C1-C6-alkyl or C1-C6-alkoxy, R 7 is hydrogen, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy or C1-C6-haloalkoxy, R 8 is hydrogen, halogen, or C1-C6-alkyl) can be obtained by the compound of formula (3) (wherein m, n, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , and R 9 is defined above, and and X is a halogen) with a compound of formula (4) (wherein Q is defined as above) in the presence of an organic or inorganic base, as shown in Scheme 2.

[0145] Scheme 2: Process B - Synthesis of Compounds of Formula (Ia-1) [ka]

[0146] Process B can be carried out in the presence of a transition metal catalyst such as a copper salt or complex, and if appropriate in the presence of a ligand.

[0147] Compounds of formula (3) can be prepared by Process L described herein.

[0148] Compounds of formula (4) are commercially available or may be obtained by converting or derivatizing other compounds of formula (4) according to well-known methods.

[0149] Process C Formula (Ib) (where m, n, R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 and Q is defined as above, and T is sulfur (S); R 1 is hydrogen) can be obtained by the compound of formula (Ia-2) 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 and Q is defined as above, and T is oxygen (O); R 1is hydrogen) can be prepared by a process comprising reacting with a thiolating agent as shown in Scheme 3.

[0150] Scheme 3: Process C - Synthesis of thioamides of formula (Ib) [ka]

[0151] Suitable thionating agents for carrying out Process C include, but are not limited to, sulfur (S), sulfuric acid (HS), sodium sulfide (NaS), sodium hydrosulfide (NaHS), boron trisulfide (BS), bis(diethylaluminum) sulfide ((AlEt)S), ammonium sulfide ((NH)S), phosphorus pentasulfide (PS), Lawesson's reagent (2,4-bis(4-methoxyphenyl)-1,2,3,4-dithiadiphosphetane 2,4-disulfide), or polymer-supported thionating reagents such as those described in Journal of the Chemical Society, Perkin 1 (2001), 358.

[0152] This process is optionally carried out in the presence of a catalytic or stoichiometric or excess amount of base (inorganic and organic base), preferably an alkali metal carbonate (e.g., sodium carbonate, potassium carbonate, sodium bicarbonate, sodium bicarbonate), a heterocyclic aromatic base (e.g., pyridine, picoline, lutidine, collidine), or a tertiary amine (e.g., trimethylamine, triethylamine, tributylamine, N,N-dimethylaniline, N,N-dimethylpyridin-4-amine, or N-methyl-piperidine).

[0153] Compounds of formula (Ia-2) are a subgroup of compounds of formula (Ia) and (Ia-1) and can be prepared by one or more of the processes described herein.

[0154] Process D Formula (Ia-3) (where m, n, R2 , R 3 , R 4 , R 5 , R 6 , R 8 , R 9 and Q is defined as above, and T is oxygen (O), R 1 is hydrogen (H), R 7a is chlorine) can be prepared by methods described in the literature from the corresponding compound of formula (Ia-4) 2 , R 3 , R 4 , R 5 , R 6 , R 8 , R 9 and Q is defined as above, and R 1 is H, T is oxygen (O), R 7b is hydrogen, iodo, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C3-C8-cycloalkylsulfanyl, C3-C8-cycloalkyl, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, -N(R 20 )2, or -C(=O)(OR 25 ) and R 20 and R 25 is defined above, and C1-C6-Alkyl, C1-C6-Haloalkyl, C2-C6-Alkenyl, C2-C6-Haloalkenyl, C2-C6-Alkynyl, C2-C6-Haloalkynyl, C1-C6-Alkylsulfanyl, C1-C6-Haloalkylsulfanyl, C3-C8-Cycloalkylsulfanyl, C3-C8-Cycloalkyl, C3-C8-Cycloalkenyl, C6-C 14-aryl, 5- or 6-membered heteroaryl, and 3- to 7-membered heterocyclyl are substituted as defined above or formula (Ia-5) (wherein m, n, R 2 , R 3 , R 4 , R 5 , R 6 , R 8 , R 9 and Q is defined as above, and T is oxygen (O), R 1 is hydrogen (H), R 7c is nitro, formyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-hydroxyalkyl, C1-C6-fluoroalkyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, -C(=NR 21 )R 22 , -C(=O)N(R 26 ) 2、 -S(=O)2N(R 27 )2, or -S(=O)(=NR 28 )R 29 and R 21 , R 22 , R 26 , R 27 , R 28 , and R 29 is defined above, and in one or more steps as shown in Scheme 4.

[0155] Scheme 4: Process D - Synthesis of Compounds of Formula (Ia-4) and Formula (Ia-5) [ka]

[0156] Non-limiting examples of transformations that can be carried out according to Scheme 4 are provided below.

[0157] R 7a The compound of formula (Ia-3) in which is chlorine is represented by formula (Ia-4) (R 7b is cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C3-C8-cycloalkylsulfanyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, -N(R 20 )2, or -C(=O)(OR 25 ) in the presence of a base or by a transition metal catalyzed or metal photoredox catalyzed process as described herein.

[0158] Formula (Ia-4)(R 7b is C2-C6-alkenyl substituted with one C1-C3-alkoxy) can be obtained by the compound of formula (Ia-5) (R 7c can be converted to compounds of formula (C1-C6-alkylcarbonyl group) by methods described in the literature (for example, J. Org. Chem. 1993, 55, 3114).

[0159] R 7c The compounds of formula (Ia-5) in which is C1-C6-alkylcarbonyl are represented by formula (Ia-5)(R 7c is -C(=NR 21 )-R 22 and R21 is defined as above, and R 22 is C1-C6-alkyl) by methods described in the literature (e.g., Greene's Protective Groups in organic Synthesis; Peter GM Wuts; Wiley; Fifth Edition; 2014; 655, 661, 667).

[0160] R 7c The compounds of formula (Ia-5) in which R is C1-C6-alkylcarbonyl are 7c can be further converted to compounds of formula (Ia-5), wherein is C1-C6-hydroxyalkyl, by conventional functional group interconversion, such as reduction of the ketone to an alcohol in the presence of sodium borohydride (NaBH4) in methanol (MeOH).

[0161] R 7c The compound of formula (Ia-5) in which is C1-C6-hydroxyalkyl is 7c can be further converted to a compound of formula (Ia-5), wherein is C1-C6-fluoroalkyl, in the presence of a fluorinating agent. Non-limiting examples of fluorinating agents include sulfur fluorides such as sulfur tetrafluoride, diethylaminosulfur trifluoride, morpholinosulfur trifluoride, bis(2-methoxyethyl)aminosulfur trifluoride, 2,2-difluoro-1,3-dimethylimidazolidine, or 4-tert-butyl-2,6-dimethylphenylsulfur trifluoride.

[0162] Compounds of formula (Ia-3) can be prepared by one or more of the processes described herein.

[0163] Process E Formula (Ia-6) (where m, n, R 2 , R 3 , R 4 , R 5 , R 6 , R 9and Q is defined as above, and R 1 is hydrogen (H), T is oxygen (O), R 7 is a halogen, R 8 is hydrogen) The corresponding compound of formula (Ia-7) (wherein m, n, R 2 , R 3 , R 4 , R 5 , R 6 , R 9 and Q is defined as above, and R 1 is hydrogen (H), T is oxygen (O), R 7 is a halogen, R 8a is halogen or C1-C6-alkyl, wherein the C1-C6-alkyl is optionally substituted as defined above; or Formula (Ia-8) (where m, n, R 2 , R 3 , R 4 , R 5 , R 6 , R 9 and Q is defined as above, and R 1 is hydrogen (H), T is oxygen (O), R 7 is a halogen, R 8b is cyano, amino, mercapto, hydroxyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C3-C6-cycloalkenyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C3-C8-cycloalkoxy, C6-C14 -aryloxy, 3- to 14-membered heterocyclyloxy, 5- to 14-membered heteroaryloxy, C6-C 14 -aryl, 5- to 14-membered heteroaryl, 3- to 14-membered heterocyclyl, -N(R 30 )2, -SR 31 , -S(=O)R 31 , or -S(=O)2R 31 and R 30 and R 31 is defined as above, The C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C3-C6-cycloalkenyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 3- to 14-membered heterocyclyloxy, 5- to 14-membered heteroaryloxy, C6-C 14 -aryl, 5- to 14-membered heteroaryl, and 3- to 14-membered heterocyclyl are optionally substituted as defined above) in one or more steps as shown in Scheme 5.

[0164] Scheme 5: Process E - Synthesis of Amides of Formula (Ia-7) and Formula (Ia-8) [ka]

[0165] Non-limiting examples of transformations that can be carried out according to Scheme 5 are provided below.

[0166] Compounds of formula (Ia-6) can be prepared by the reaction of R 1 with NCS, NBS, NIS, hexachloroethane, bromine, or iodine in the presence of a base and an electrophile, such as NCS, NBS, NIS, hexachloroethane, bromine, or iodine, according to methods described in the literature (e.g., Org. Lett. 2009, 11, 1837). 8a can be converted to a compound of formula (Ia-7) in which R is a halogen. A suitable base for carrying out the process can be selected from lithium diisopropylamide, lithium 2,2,6,6-tetramethylpiperidide, n-butyllithium, methyllithium, TMPZnCl·LiCl (2,2,6,6-tetramethylpiperidinyl zinc chloride·lithium chloride complex), and TMP2Zn·2MgCl2·2LiCl (bis(2,2,6,6-tetramethylpiperidinyl)zinc·magnesium chloride·lithium chloride complex). See, for example, Dissertation Albrecht Metzer 2010, University of Munich.

[0167] R 8a The compound of formula (Ia-7) in which is halogen is a compound of formula (Ia-8) (R 8b is cyano, amino, mercapto, hydroxyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C3-C6-cycloalkenyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 3- to 14-membered heterocyclyloxy, 5- to 14-membered heteroaryloxy, C6-C 14 -aryl, 5- to 14-membered heteroaryl, 3- to 14-membered heterocyclyl, -N(R 30 )2, or -SR 31 and R 30 and R 31is as defined above, as well as said C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C3-C6-cycloalkenyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 3- to 14-membered heterocyclyloxy, 5- to 14-membered heteroaryloxy, C6-C 14 -aryl, 5- to 14-membered heteroaryl, and 3- to 14-membered heterocyclyl, optionally substituted as defined above, in the presence of a base, optionally in the presence of a transition metal catalyst such as a metal salt or complex, and, if appropriate, in the presence of a ligand, similarly to processes described in the literature (WO 2008 / 151211, WO 2000 / 050401, J. Org. Chem. 2005, 70, 1432-1437).

[0168] R 8b Ga-SR 31 The compound of formula (Ia-8) (R 8b is -S(=O)R 31 or -S(=O)2R 31 and the resulting R 31 and each as defined above) by reacting the starting compound of formula (Ia-8) with an oxidizing agent such as hydrogen peroxide.

[0169] Compounds of formula (Ia-6) can be prepared by one or more of the processes described herein.

[0170] Process F Formula (Id) (where m, n, R 1 , R 2 , R 3 , R 4 , R5 , R 6 , R 7 , R 8 , R 9 and Q is defined as above, and G is G 1 and G 1 is a halogen) or formula (6) (wherein m, n, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 and Q is defined as above, and G is G 2 and G 2 is a leaving group selected from the group consisting of methylsulfonyloxy, tolylsulfonyloxy, and trifluoromethylsulfonyloxy, Formula (7) (In the formula, W 1 is hydrogen, halogen, potassium trifluoroborate, or a compound of the formula *-B(OR 44 )2, *-Sn(R 45 )3, *-MgX 1 , and *-ZnX 2 is the basis of * denotes R 6S is the attachment point to R 44 is hydrogen or C1-C6-alkyl, or both R 44 together form a -C(CH3)2-C(CH3)2- bridge, R 45 is C1-C6-alkyl, X 1 is halogen, X 2 is halogen, R 6Sis cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C3-C8-cycloalkyl, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, or 3- to 7-membered heterocyclyl; The C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C3-C8-cycloalkyl, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, and 3- to 7-membered heterocyclyl are optionally substituted as defined above) to form a compound of formula (Ie) (wherein m, n, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 6S , R 7 , R 8 , R 9 , Q, and T are defined as above) as shown in Scheme 6.

[0171] Scheme 6: Process F - Synthesis of Compounds of Formula (Ie) [ka]

[0172] Process F can be carried out by metal catalysis as described herein.

[0173] Alternatively, process F can be carried out by metal photoredox catalysis. More specifically, compounds of formula (Id), in which G1 is preferably Br or I, can be converted to compounds of formula (Ie) by a metal-photoredox catalysis process in the presence of a photosensitizer or organic dye, such as an Ir complex or a Ru complex, and a metal catalyst, such as a Ni complex. The reaction can be carried out in the presence of a ligand, and, where appropriate, a base, under irradiation with blue or white light.

[0174] Compounds of formula (Id) may be prepared by one or more of the processes described herein.

[0175] Compounds of formula (6) can be prepared by well-known methods.

[0176] Compounds of formula (7) are commercially available.

[0177] Process G Formula (If) (wherein m, n, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , and Q is defined as above, and G is G 1 and G 1 is a halogen) or Formula 8 (wherein m, n, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , and Q is defined as above, and G is G 2 and G 2is a leaving group selected from the group consisting of methylsulfonyloxy, tolylsulfonyloxy, and trifluoromethylsulfonyloxy, Formula 9 (where Q S is cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C 6-ハロ alkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclyl, or 5- to 6-membered heteroaryl, The C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C 6-ハロ alkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclyl and 5- to 6-membered heteroaryl are optionally substituted as defined above, W 2 is hydrogen, halogen, potassium trifluoroborate, or a compound of the formula # -B(OR 46 )2, # -Sn(R 47 )3. # -MgX 3 , or # -ZnX 4 is the basis of # Q S is the attachment point to R 46 is hydrogen or C1-C6-alkyl, or both R 46 together form a -C(CH3)2-C(CH3)2- bridge, R 47 is C1-C6-alkyl, X 3 is a halogen, X 4 is a halogen) to form a compound of formula (Ig) 1 , R 2 , R 3 , R 4 , R 5 , R6 , R 7 , R 8 , R 9 , Q, Q S and T is defined as above) as shown in Scheme 7.

[0178] Scheme 7: Process G - Synthesis of Compounds of Formula (Ig) [ka]

[0179] Process G may be carried out by transition metal catalysis.

[0180] Alternatively, process G can be carried out by metal photoredox catalysis. More specifically, compounds of formula (If), in which G1 is preferably Br or I, can be converted to compounds of formula (Ig) by a metal-photoredox catalysis process in the presence of a photosensitizer or organic dye, such as an Ir complex or a Ru complex, and a metal catalyst, such as a Ni complex. The reaction can be carried out in the presence of a ligand, and, if appropriate, a base, under irradiation with blue or white light.

[0181] Compounds of formula (If) may be prepared by one or more of the processes described herein.

[0182] Compounds of formula (8) can be prepared by known methods.

[0183] Compounds of formula (9) are commercially available.

[0184] Process for preparing compounds of formula (1) Compounds of formula (1) may be obtained directly by carrying out process H below, or may be obtained by conversion or derivatization of another compound of formula (1) prepared according to the processes described herein. Compounds of formulas (1-a) through (1-h) are various subsets of formula (1).

[0185] Process H Formula (1-a) (wherein, R 9 and Q is defined as above, and R 7 is hydrogen, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy or C1-C6-haloalkoxy, R 8 is hydrogen, halogen or C1-C6-alkyl, U 1 is hydroxyl or C1-C6-alkoxy) First, equation (10) (where R 7 , R 8 , and R 9 is defined as above, and X 5 is a halogen) is reacted with a base (e.g., nBuLi or LDA) and carbon dioxide or a compound of formula (11) wherein E is halogen, cyano, C1-C6-alkoxy, or C1-C6-alkoxycarbonyloxy; U 2 is C1-C6-alkoxy) Formula (12) (where X 5 , R 7 , R 8 , and R 9 is defined above, and U 1 is hydroxyl or C1-C6-alkoxy), The resulting compound is then reacted with a compound of formula (4) (wherein Q is defined as above), As shown in Scheme 8, they can be prepared by reaction in the presence of a base and in the presence of a suitable transition metal catalyst salt or complex, and if appropriate in the presence of a ligand.

[0186] Scheme 8: Process H - Synthesis of Compounds of Formula (1-a) [ka]

[0187] Compounds of formula (10) and formula (11) are commercially available.

[0188] Compounds of formula (4) are commercially available or may be obtained by converting or derivatizing other compounds of formula (4) according to well-known methods.

[0189] Process I Formula (1-b) (wherein, R 8 , R 9 , and Q is defined as above, and U 1 is C1-C6-alkoxy, R 7a is hydrogen or chlorine) by a known method to prepare a compound of formula (1-c) (wherein U 1 , R 8 , R 9 , and Q is defined as above, and R 7b is hydrogen, iodo, cyano, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C3-C8-cycloalkylsulfanyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, -N(R 20 )2, or -C(=O)(OR 25 ) and C1-C6-Alkyl, C1-C6-Haloalkyl, C2-C6-Alkenyl, C2-C6-Haloalkenyl, C2-C6-Alkynyl, C2-C6-Haloalkynyl, C1-C6-Alkylsulfanyl, C1-C6-Haloalkylsulfanyl, C3-C8-Cycloalkylsulfanyl, C3-C8-Cycloalkyl, C3-C6-Cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, -N(R 20)2, and -C(=O)(OR 25 ) is defined as above and optionally substituted) or formula (1-d) (wherein U 1 , R 8 , R 9 , and Q is defined as above, R 7c is nitro, formyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-hydroxyalkyl, C1-C6-fluoroalkyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, -C(=NR 21 )R 22 , -C(=O)N(R 26 ) 2、 -S(=O)2N(R 27 )2, or -S(=O)(=NR 28 )R 29 and C1-C6-Alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-hydroxyalkyl, C1-C6-fluoroalkyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, -C(=NR 21 )R 22 , -C(=O)N(R 26 ) 2、 -S(=O)2N(R 27 )2, and -S(=O)(=NR 28 )R 29 wherein R is as defined above and optionally substituted) can be converted to a compound of formula (I) in one or more steps as shown in Scheme 9.

[0190] Scheme 9: Process I - Synthesis of Compounds of Formula (1-c) and Formula (1-d) [ka]

[0191] A non-limiting example of a transformation can be performed according to the description provided in Process D.

[0192] Compounds of formula (1-b) can be prepared by one or more of the processes described herein.

[0193] Process J Formula (1-e) (where R 7 , R 9 , and Q is defined as above, and U 1 is C1-C6-alkoxy) can be prepared by the method described in the literature from the corresponding compound of formula (1-f) (wherein U 1 , R 7 , R 9 , and Q is defined as above, R 8a is halogen, preferably fluorine and iodine, or C1-C6-alkyl) or formula (1-g) (wherein U 1 , R 7 , R 9 , and Q is defined as above, R 8b is cyano, amino, mercapto, hydroxyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C3-C6-cycloalkenyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 3- to 14-membered heterocyclyloxy, 5- to 14-membered heteroaryloxy, C6-C 14 -aryl, 5- to 14-membered heteroaryl, 3- to 14-membered heterocyclyl, -N(R 30)2, -SR 31 , -S(=O)R 31 , or -S(=O)2R 31 and C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C3-C6-cycloalkenyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 3- to 14-membered heterocyclyloxy, 5- to 14-membered heteroaryloxy, C6-C 14 -aryl, 5- to 14-membered heteroaryl, 3- to 14-membered heterocyclyl, -N(R 30 )2, -SR 31 , -S(=O)R 31 , or -S(=O)2R 31 can be converted to a compound of formula (as defined above and optionally substituted) in one or more steps as shown in Scheme 10.

[0194] Scheme 10: Process J - Synthesis of Compounds of Formula (1-f) and Formula (1-g) [ka]

[0195] Non-limiting examples of conversions can be performed according to the description provided in Process E.

[0196] Compounds of formula (1-e) can be prepared by one or more of the processes described herein.

[0197] Process K Formula (1-h) (wherein Q is defined as above, and U 1 is C1-C6-alkoxy, R 7 is hydrogen, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy or C1-C6-haloalkoxy, R 8 is hydrogen, halogen or C1-C6-alkyl, R 9 is a halogen) can be obtained by the compound of formula (15) 7 , R 8 , R 9 and Q is defined as above) with carbon dioxide or a compound of formula (11) (In the formula, U 2 is C1-C6-alkoxy, E is halogen, cyano, C1-C6-alkoxy, or C1-C6-alkoxycarbonyloxy) as shown in Scheme 11.

[0198] Scheme 11: Process K - Synthesis of Compounds of Formula (1-h) [ka]

[0199] The compound of formula (15) can be prepared by reacting a compound of formula (13) (wherein R 7 , R 8 , and R 9 is defined above) by reacting a compound of formula (4) G 3 is an expression # -B(OR 46 )2 groups, # is the point of attachment to Q, R 46 is hydrogen or C1-C6-alkyl, or both R 46together form a -C(CH3)2-C(CH3)2- bridge) with a reagent of formula (I) in the presence of a base and in the presence of a suitable transition metal catalyst salt or complex, and, where appropriate, in the presence of a ligand, as described herein analogously to processes described in the literature (WO 2009 / 044160, WO 2016 / 040222).

[0200] The starting materials of formulas (11), (13), and (14) are commercially available.

[0201] Process for preparing compounds of formula (3) Process L Formula (3) (where m, n, R 2 , R 3 , R 4 , R 5 , R 6 , and R 9 is defined above, and X is a halogen; R 1 is hydrogen, hydroxyl, cyano, C1-C6-alkyl or C1-C6-alkoxy, R 7 is hydrogen, halogen, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy or C1-C6-haloalkoxy, R 8 is hydrogen, halogen, or C1-C6-alkyl) can be obtained by the compound of formula (12) (wherein X, R 7 , R 8 , and R 9 is defined above, and U 1 is hydroxyl, halogen, or C1-C6-alkoxy) by reacting a compound of formula (2) 1 , R 2 , R 3 , R 4 , R 5 , and R 6 The compound can be prepared by a process comprising the step of reacting an amine of formula (I) with an amine of formula (II) (I) (wherein

[0202] Scheme 12: Process L - Synthesis of compounds of formula (3) [ka]

[0203] Process L can be carried out using the same conditions as described in Process A.

[0204] Compounds of formula (1-a), (1-b), (1-c), (1-d), (1-e), (1-f), (1-g), and (1-h) (wherein U 1 is C1-C6-alkoxy) can be converted to compounds of formulae (1-a), (1-b), (1-c), (1-d), (1-e), (1-f), (1-g), and (1-h) (wherein U 1 is a hydroxyl group).

[0205] Compounds of formula (1-a), (1-b), (1-c), (1-d), (1-e), (1-f), (1-g), and (1-h) (wherein U 1 is hydroxyl) in the presence of a halogenating agent by well-known methods to give compounds of formulae (1-a), (1-b), (1-c), (1-d), (1-e), (1-f), (1-g), and (1-h) (wherein U 1 is a halogen). Suitable halogenating reagents include, but are not limited to, phosphorus tribromide, phosphorus trichloride, phosphorus pentachloride, phosphorus trichloride, oxalyl chloride, or thionyl chloride.

[0206] An example of such a transformation is given below.

[0207] The compounds according to the invention can be prepared according to the processes described above. However, it is understood that a person skilled in the art can adapt these processes according to the specifications of each compound according to the invention that is desired to be synthesized, based on common general knowledge and available publications.

[0208] Intermediates for preparing compounds of formula (I) The present invention also relates to intermediates for preparing compounds of formula (I).

[0209] Thus, the present invention provides a compound of formula (1):

[0210] [ka]

[0211] (In the formula, Q is phenyl, azulenyl, naphthyl, C7-C 12 -carbocycle, 6- to 14-membered heterocyclyl, or 5- to 14-membered heteroaryl; Phenyl is 1 to 5 Q S is substituted with a substituent, Azulenyl, naphthyl, C7-C 12 -Carbocycle, 6- to 14-membered heterocyclyl, and 5- to 14-membered heteroaryl optionally have 1 to 5 Q S is substituted with a substituent, Q Sis halogen, cyano, isocyano, nitro, hydroxyl, mercapto, formyl, carboxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6- Alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclyl, 5- to 14-membered heteroaryl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -OC(=O)R 33 , -NR 34 C(=O)R 35 , -C(=O)N(R 36 )2, C(=S)R 37 , -C(=S)N(R 38 )2, -C(=NR 39 )R 40 , -C(=NOR 41 )R 42 , and -N(R 43 )2 independently selected from the group consisting of: The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C 6-ハロAlkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3, and -Si (C1-C6-alkyl)3 is in turn optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, amino, nitro, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclyl; wherein said C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclyl, and 5- to 14-membered heteroaryl are in turn optionally substituted by 1 to 3 substituents independently selected from the group consisting of halogen, cyano, amino, nitro, hydroxyl, formyl, carboxyl, oxo, methylidene, halomethylidene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, and 3- to 7-membered heterocyclyl, The C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and non-aromatic 3- to 7-membered heterocyclyl are optionally further substituted with two substituents which, together with the carbon atoms to which they are attached, form a C3-C8-cycloalkyl; R 34 , R 35 , R 36 , R 37 , R 38 , R 39 , R 40 , R 41 , and R 42are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, or C1-C6-alkoxy, wherein said C1-C6-alkyl, C1-C6-haloalkyl, or C1-C6-alkoxy is in turn optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, amino, nitro, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclyl; R 43 is hydrogen, hydroxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C 6-ハロ alkenyl, or C3-C8-cycloalkyl, The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, and C2-C 6-ハロ alkenyl is in turn optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, amino, nitro, hydroxyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkoxycarbonyl, C-C-haloalkoxycarbonyl, C-C-cycloalkyl, C-C-halocycloalkyl, -Si(C-C-alkyl) and 3- to 7-membered heterocyclyl; The C3-C8-cycloalkyl may be one to three R independently selected from the group consisting of halogen, cyano, amino, nitro, hydroxyl, formyl, carboxyl, oxo, methylidene, halomethylidene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, and 3- to 7-membered heterocyclyl. Qs optionally further substituted with substituents; The C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclyl are optionally further substituted with two substituents which, together with the carbon atoms to which they are attached, form a C3-C8-cycloalkyl, R 7 is halogen, cyano, isocyano, hydroxyl, mercapto, nitro, amino, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C 2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C3-C8-cycloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclyloxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl) 3、 -N(R 20 )2, -C(=NR 21 )R 22 , -NR 23 C(=O)R 24 , -C(=O)(OR 25 ), -C(=O)N(R 26 )2, -S(=O)2N(R 27 )2, or -S(=O)(=NR 28 )R 29 And, C1-C6-Alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, and C1-C6-haloalkylsulfonyl optionally have 1 to 3 R 7Sa is substituted with a substituent, C3-C8-Cycloalkylsulfanyl, C3-C8-Cycloalkylsulfinyl, C3-C8-Cycloalkylsulfonyl, C3-C8-Cycloalkyl, C3-C6-Cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, and 3- to 7-membered heterocyclyloxy optionally have 1 to 3 R 7Sc is substituted with a substituent, R 20 is C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, or 3- to 7-membered heterocyclyl; C1-C6-Alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, and C2-C6-haloalkynyl optionally have 1 to 3 R 7Sa is substituted with a substituent, and C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, and 3- to 7-membered heterocyclyl optionally have 1 to 3 substituents R 7Sc is replaced by R 21 and R 22 are independently hydroxyl, amino, cyano, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, mono-(C-C-alkyl)amino, or di-(C-C-alkyl)amino, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino, or di-(C1-C6-alkyl)amino optionally has 1 to 3 R 7Sa is substituted with a substituent, R 23 , R 24 , R 25 , R 26 , R 27 , R 28 , and R 29 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, and C3-C8-cycloalkyl, C1-C6-Alkyl and C1-C6-haloalkyl optionally have 1 to 3 substituents R 7Sa is replaced by and C3-C8-cycloalkyl optionally has 1 to 3 substituents R 7Sc is replaced by R 7Sa are independently cyano, hydroxyl, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C6-C 14 -aryl, or 3- to 7-membered heterocyclyl; R 7Scare independently halogen, cyano, nitro, hydroxyl, formyl, oxo, methylidene, halomethylidene, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkenyl, C-C-cycloalkyl, C-C-halocycloalkyl, -O-Si(C-C-alkyl)3, or 3- to 7-membered heterocyclyl, or Two C1-C6-alkyl substituents R7Sc attached to the same carbon atom form a C3-C8-cycloalkyl, R 8 and R 9 is defined as above, U 1 is hydroxyl, halogen, or C1-C6-alkoxy,

[0212] [Table 1-1] [Table 1-2] [Table 1-3] The present invention relates to a compound of formula (1) above, wherein

[0213] Thus, the present invention provides a compound of formula (1):

[0214] [ka]

[0215] (Wherein Q is C6-C 14 -Aryl, C7-C 12 -carbocycle, 6- to 14-membered heterocyclyl, or 5- to 14-membered heteroaryl; C6-C 14 -Aryl, C7-C 12- carbocycle, 6- to 14-membered heterocyclyl, and 5- to 14-membered heteroaryl are selected from the group consisting of halogen, cyano, isocyano, nitro, hydroxyl, mercapto, formyl, carboxyl, C-C-alkyl, C-C-haloalkyl, C-C-alkylcarbonyl, C-C-haloalkylcarbonyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkoxy-C-C-alkyl, C-C-alkoxycarbonyl, C-C-haloalkoxycarbonyl, C-C-alkenyl, C-C-haloalkenyl, C-C-alkynyl, C- C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclyl, 5- to 14-membered heteroaryl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, -OC(=O)R 33 , -NR 34 C(=O)R 35 , -C(=O)N(R 36 )2, -C(=S)R 37 , -C(=S)N(R 38 )2, -C(=NR 39 )R 40 and -C(=NOR 41 )R 42 , and -N(R 43 ) 1 to 5 Q independently selected from the group consisting of S is substituted with a substituent, The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxy-C1-C6-alkyl, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C2-C 6-Haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, -O-Si(C1-C6-alkyl)3, and -S i(C1-C6-alkyl)3 is in turn optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, amino, nitro, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclyl; wherein said C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C6-cycloalkenyl, 3- to 7-membered heterocyclyl, and 5- to 14-membered heteroaryl are in turn optionally substituted by 1 to 3 substituents independently selected from the group consisting of halogen, cyano, amino, nitro, hydroxyl, formyl, carboxyl, oxo, methylidene, halomethylidene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, and 3- to 7-membered heterocyclyl, The C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and non-aromatic 3- to 7-membered heterocyclyl are optionally further substituted with two substituents which, together with the carbon atoms to which they are attached, form a C3-C8-cycloalkyl; R 34 , R 35 , R 36 , R 37 , R 38 , R 39 , R 40 , R 41 , and R 42are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, or C1-C6-alkoxy, wherein said C1-C6-alkyl, C1-C6-haloalkyl, or C1-C6-alkoxy is in turn optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, amino, nitro, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, -Si(C1-C6-alkyl)3, and 3- to 7-membered heterocyclyl; R 43 are independently hydrogen, hydroxyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C 6- haloalkenyl, or C3-C8-cycloalkyl, The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, and C2-C 6- haloalkenyl is in turn optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, amino, nitro, hydroxyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkoxycarbonyl, C-C-haloalkoxycarbonyl, C-C-cycloalkyl, C-C-halocycloalkyl, -Si(C-C-alkyl) and 3- to 7-membered heterocyclyl; The C3-C8-cycloalkyl may be one to three R independently selected from the group consisting of halogen, cyano, amino, nitro, hydroxyl, formyl, carboxyl, oxo, methylidene, halomethylidene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, and 3- to 7-membered heterocyclyl. Qs optionally further substituted with substituents; The C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclyl are optionally further substituted with two substituents which, together with the carbon atoms to which they are attached, form a C3-C8-cycloalkyl, R 7 represents hydrogen, halogen, cyano, isocyano, hydroxyl, mercapto, nitro, amino, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C3-C8-cycloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclyloxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl) 3、 -N(R 20 )2, -C(=NR 21 )R 22 , -NR 23 C(=O)R 24 , -C(=O)(OR 25 ), -C(=O)N(R 26 )2, -S(=O)2N(R 27 )2, or -S(=O)(=NR 28 )R 29 And, C1-C6-Alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, and C1-C6-haloalkylsulfonyl optionally have 1 to 3 R 7Sa is substituted with a substituent, C3-C8-Cycloalkylsulfanyl, C3-C8-Cycloalkylsulfinyl, C3-C8-Cycloalkylsulfonyl, C3-C8-Cycloalkyl, C3-C6-Cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, and 3- to 7-membered heterocyclyloxy optionally have 1 to 3 R 7Sc is substituted with a substituent, R 20 is C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, or 3- to 7-membered heterocyclyl; C1-C6-Alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, and C2-C6-haloalkynyl optionally have 1 to 3 R 7Sa is substituted with a substituent, and C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, and 3- to 7-membered heterocyclyl optionally have 1 to 3 substituents R 7Sc is replaced by R 21 and R 22 are independently hydroxyl, amino, cyano, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, mono-(C-C-alkyl)amino, or di-(C-C-alkyl)amino, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino, or di-(C1-C6-alkyl)amino optionally has 1 to 3 R 7Sa is substituted with a substituent, R 23 , R 24 , R 25 , R 26 , R 27 , R 28 , and R 29 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, and C3-C8-cycloalkyl, C1-C6-Alkyl and C1-C6-haloalkyl optionally have 1 to 3 substituents R 7Sa is replaced by and C3-C8-cycloalkyl optionally has 1 to 3 substituents R 7Sc is replaced by R 7Sa are independently cyano, hydroxyl, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C6-C 14 -aryl, or 3- to 7-membered heterocyclyl; R 7Scare independently halogen, cyano, nitro, hydroxyl, formyl, oxo, methylidene, halomethylidene, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkenyl, C-C-cycloalkyl, C-C-halocycloalkyl, -O-Si(C-C-alkyl)3, or 3- to 7-membered heterocyclyl, or Two C1-C6-alkyl substituents R7Sc attached to the same carbon atom form a C3-C8-cycloalkyl, R 8 and R 9 is as defined above, U 1 is hydroxyl, halogen, or C1-C6-alkoxy,

[0216] [Table 2-1] [Table 2-2] [Table 2-3] The present invention relates to a compound of formula (1) above, wherein

[0217] Therefore, the present invention preferably provides a compound of formula (1):

[0218] [ka]

[0219] (In the formula, Q is phenyl, 2,3-dihydrobenzofuranyl, indolinyl, 1,3-benzodioxolyl, chromanyl, 2,3-dihydro-1,4-benzodioxinyl, 5,6,7,8-tetrahydroquinolinyl, 2,3-dihydrobenzofuranyl, thienyl, pyridinyl, or indolyl; Phenyl may have 1 to 3 substituents Qs is replaced by and 2,3-dihydrobenzofuranyl, indolinyl, 1,3-benzodioxolyl, chromanyl, 2,3-dihydro-1,4-benzodioxinyl, 5,6,7,8-tetrahydroquinolinyl, 2,3-dihydrobenzofuranyl, thienyl, pyridinyl, and indolyl may optionally have 1 to 3 substituents Q S is replaced by Q S is halogen, cyano, nitro, formyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C4-alkynyl, C3-C6-cycloalkyl, oxetanyl, and -N(R 43 )2 independently selected from the group consisting of: said C3-C6-cycloalkyl and oxetanyl are in turn optionally substituted with one or two substituents independently selected from the group consisting of halogen and C1-C4-alkyl, R 43 are independently hydrogen or C1-C4-alkyl, R 7 is halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, pyridinyl, imidazolyl, pyrazolyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, piperidinyl, -N(R 20 )2, -C(=NR 21 )R 22 , or -C(=O)(OR 25 ) and C1-C4-Alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl, and C2-C4-alkynyl may optionally be substituted with one or two R 7Sa is substituted with a substituent, C3-C6-cycloalkyl, pyridinyl, imidazolyl, pyrazolyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, and piperidinyl optionally have one or two R 7Sc is substituted with a substituent, R 20 is hydrogen, C1-C4-alkyl or C3-C6-cycloalkyl, R 21 is C1-C4-alkyl or C1-C4-alkoxy, R 22 is C1-C4-alkyl, R 25 is hydrogen or C1-C4-alkyl, and R 7Sa are independently C1-C4-alkoxy or phenyl, R 7Sc are independently halogen or C1-C4-alkyl, R 8 is hydrogen, halogen, C1-C4-alkyl, C1-C4-alkoxy, C2-C4-alkenyl, C2-C4-alkynyl, C1-C4-alkylsulfanyl, C3-C6-cycloalkyl, phenyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, pyrazolyl, imidazolyl, thiazolyl, pyridinyl, or -N(R 30 )2, The C3-C6-cycloalkyl, phenyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, pyrazolyl, imidazolyl, thiazolyl, and pyridinyl optionally contain one or two R 8Sc is substituted with a substituent, R 30 is C1-C6-alkyl, R 8Sc are independently halogen or C1-C4-alkyl, R 9 is hydrogen or halogen, U 1 is hydroxyl, halogen, or C1-C6-alkoxy,

[0220] [Table 3-1] [Table 3-2] [Table 3-3] The present invention also relates to compounds of formula (1) above which are not

[0221] Therefore, the present invention more preferably relates to a compound of formula (1):

[0222] [ka]

[0223] (In the formula, Q is naphthyl, indanyl, 1,3-benzodioxolyl, 4a,5,6,7-tetrahydropyrrolo[1,2-b]pyridazinyl, thienyl, pyridinyl, quinolinyl, or a group of the formula:

[0224] [ka]

[0225] (In the formula, § 2 is the bond to the oxygen atom, Q S1 is hydrogen or halogen, Q S2 is hydrogen, halogen, cyano, nitro, C1-C4-alkyl, trifluoromethyl, difluoromethyl, C1-C4-alkylcarbonyl, C1-C6-alkoxy, difluoromethoxy, trifluoromethoxy, C2-C4-alkynyl, C3-C6-cycloalkyl, oxiranyl or oxetanyl, Q S1 and Q S2 At least one of these is different from hydrogen, and Naphthyl, indanyl, 1,3-benzodioxolyl, 4a,5,6,7-tetrahydropyrrolo[1,2-b]pyridazinyl, thienyl, pyridinyl, and quinolinyl optionally contain 1 to 3 substituents Q S substituted with Q S is halogen, cyano, nitro, formyl, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C1-C4-alkoxycarbonyl, C2-C4-alkenyl, C2-C4-alkynyl, C1-C4-alkylsulfanyl, C3-C6-cycloalkyl, oxetanyl, phenyl, pyrazolyl, pyridinyl, and -N(R 43 )2 independently selected from the group consisting of: said C1-C4-alkyl and C1-C4-alkoxy are optionally substituted with one or two substituents independently selected from the group consisting of hydroxyl, C1-C4-alkoxy, and C1-C4-alkoxycarbonyl; wherein the C3-C6-cycloalkyl, phenyl, pyrazolyl, and pyridinyl are optionally substituted with one or two substituents independently selected from the group consisting of halogen and C1-C4-alkyl, and R 43 is hydrogen or C1-C4-alkyl), R 7 is halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, pyridinyl, imidazolyl, pyrazolyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, piperidinyl, -N(R 20 )2, -C(=NR 21 )R 22 , or -C(=O)(OR 25 ) and C1-C4-Alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl, and C2-C4-alkynyl may optionally be substituted with one or two R 7Sa is substituted with a substituent, C3-C6-cycloalkyl, pyridinyl, imidazolyl, pyrazolyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, and piperidinyl optionally have one or two R 7Sc is substituted with a substituent, R 20 is hydrogen, C1-C4-alkyl or C3-C6-cycloalkyl, R 21 is C1-C4-alkyl or C1-C4-alkoxy, R 22 is C1-C4-alkyl, R 25 is hydrogen or C1-C4-alkyl, and R 7Sa are independently C1-C4-alkoxy or phenyl, R 7Sc are independently halogen or C1-C4-alkyl, R 8 is hydrogen, halogen, C1-C4-alkyl, C1-C4-alkoxy, C2-C4-alkenyl, C2-C4-alkynyl, C1-C4-alkylsulfanyl, C3-C6-cycloalkyl, phenyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, pyrazolyl, imidazolyl, thiazolyl, pyridinyl, or -N(R 30 )2, The C3-C6-cycloalkyl, phenyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, pyrazolyl, imidazolyl, thiazolyl, and pyridinyl optionally contain one or two R 8Sc is substituted with a substituent, R 30 is C1-C6-alkyl, R 8Scare independently halogen or C1-C4-alkyl, R 9 is hydrogen or halogen, U 1 is hydroxyl, halogen, or C1-C6-alkoxy).

[0226] The present invention also relates to a compound of formula (3):

[0227] [ka]

[0228] (In the formula, n is 1, m is 1, R 1 is hydrogen, R 2 and R 3 is hydrogen, R 4 and R 5 are independently hydrogen or fluorine, R 4 and R 5 At least one of them is not hydrogen, R 6 is C7-C 12 -carbocycle, C6-C 14 -aryl, 3- to 14-membered heterocyclyl, or 5- to 14-membered heteroaryl; C7-C 12 -carbocycle, C6-C 14 -aryl, 3- to 14-membered heterocyclyl, and 5- to 14-membered heteroaryl are each 1 to 4 R 6S optionally substituted with a substituent; R 6Sare independently halogen, cyano, isocyano, nitro, hydroxyl, mercapto, pentafluorosulfanyl, oxo, methylidene, halomethylidene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6 -Alkylsulfanyl, C1-C6-haloalkylsulfanyl, C3-C8-cycloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, -N(R 15 ) 2、 -C(=O)R 16 , -C(=O)(OR 17 ), -C(=O)N(R 18 )2, -S(=O)2N(R 19 )2, -O-Si(C1-C6-alkyl)3, or -Si(C1-C6-alkyl)3, The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfin ... sulfonyl, C-C-haloalkylsulfonyl, -O-Si(C-C-alkyl) and -Si(C-C-alkyl) are further optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, hydroxyl, C-C-alkoxy, C-C-haloalkoxy, -O-Si(C-C-alkyl) -Si(C-C-alkyl), C-C-cycloalkyl, C-C-halocycloalkyl, and 3- to 7-membered heterocyclyl; and The C3-C8-cycloalkylsulfanyl, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, and 3- to 7-membered heterocyclyl are further optionally substituted by 1 to 4 substituents independently selected from the group consisting of halogen, cyano, nitro, hydroxyl, formyl, carboxyl, oxo, methylidene, halomethylidene, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkoxycarbonyl, C-C-haloalkoxycarbonyl, C-C-alkenyl, C-C-cycloalkyl, and C-C-halocycloalkyl; or two C1-C6-alkyl substituents attached to the same carbon atom form a C3-C8-cycloalkyl ring; or 2 R's 6Sthe substituents optionally together with the carbon atoms to which they are attached form a C3-C8-cycloalkyl ring, and R 15 is hydrogen, C1-C6-alkyl or C3-C8-cycloalkyl, said C1-C6-alkyl is further optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclyl; and said C3-C8-cycloalkyl is further optionally substituted by 1 to 4 substituents independently selected from the group consisting of halogen, cyano, nitro, hydroxyl, formyl, carboxyl, oxo, methylidene, halomethylidene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl, and C3-C8-halocycloalkyl; R 16 , R 17 , R 18 , and R 19 are independently hydrogen, C1-C6-alkyl, or C1-C6-haloalkyl, said C1-C6-alkyl or C1-C6-haloalkyl is further optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclyl; R 7represents hydrogen, halogen, cyano, isocyano, hydroxyl, mercapto, nitro, amino, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C3-C8-cycloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclyloxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl) 3、 -N(R 20 )2, -C(=NR 21 )R 22 , -NR 23 C(=O)R 24 , -C(=O)(OR 25 ), -C(=O)N(R 26 )2, -S(=O)2N(R 27 )2, or -S(=O)(=NR 28 )R 29 And, C1-C6-Alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, and C1-C6-haloalkylsulfonyl optionally have 1 to 3 R 7Sa is substituted with a substituent, C3-C8-Cycloalkylsulfanyl, C3-C8-Cycloalkylsulfinyl, C3-C8-Cycloalkylsulfonyl, C3-C8-Cycloalkyl, C3-C6-Cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, and 3- to 7-membered heterocyclyloxy optionally have 1 to 3 R 7Sc is substituted with a substituent, R 20 is C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, or 3- to 7-membered heterocyclyl; C1-C6-Alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, and C2-C6-haloalkynyl optionally have 1 to 3 R 7Sa is substituted with a substituent, and C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, and 3- to 7-membered heterocyclyl optionally have 1 to 3 substituents R 7Sc is replaced by R 21 and R 22 are independently hydroxyl, amino, cyano, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, mono-(C-C-alkyl)amino, or di-(C-C-alkyl)amino, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino, or di-(C1-C6-alkyl)amino optionally has 1 to 3 R 7Sa is substituted with a substituent, R 23 , R 24 , R 25 , R 26 , R 27 , R 28 , and R 29 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, and C3-C8-cycloalkyl, C1-C6-Alkyl and C1-C6-haloalkyl optionally have 1 to 3 substituents R 7Sa is replaced by and C3-C8-cycloalkyl optionally has 1 to 3 substituents R 7Sc is replaced by R 7Sa are independently cyano, hydroxyl, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C6-C 14 -aryl, or 3- to 7-membered heterocyclyl; R 7Scare independently halogen, cyano, nitro, hydroxyl, formyl, oxo, methylidene, halomethylidene, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkenyl, C-C-cycloalkyl, C-C-halocycloalkyl, -O-Si(C-C-alkyl)3, or 3- to 7-membered heterocyclyl, or Two C1-C6-alkyl substituents R7Sc attached to the same carbon atom form a C3-C8-cycloalkyl, R 8 is hydrogen, halogen or C1-C6-alkyl, R 9 is hydrogen, halogen, cyano, or C1-C4-alkyl, X is a halogen

[0229] [Table 4] The present invention relates to a compound of formula (3) above, wherein

[0230] The present invention also relates to a compound of formula (3):

[0231] [ka]

[0232] (In the formula, n is 1, m is 1, R 1 is hydrogen, R 2 and R 3 is hydrogen, R 4 and R 5 are independently hydrogen or fluorine, R 4 and R 5 At least one of them is not hydrogen, R 6 is C7-C 12-carbocycle, C6-C 14 -aryl, 5- to 14-membered heteroaryl, and 6- to 14-membered heterocyclyl; C7-C 12 -carbocycle, C6-C 14 -aryl, 6- to 14-membered heterocyclyl, and 5- to 14-membered heteroaryl are each 1 to 4 R 6S optionally substituted with a substituent; R 6S are independently halogen, cyano, isocyano, nitro, hydroxyl, mercapto, pentafluorosulfanyl, oxo, methylidene, halomethylidene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6 -Alkylsulfanyl, C1-C6-haloalkylsulfanyl, C3-C8-cycloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, -N(R 15 ) 2、 -C(=O)R 16 , -C(=O)(OR 17 ), -C(=O)N(R 18 )2, -S(=O)2N(R 19 )2, -O-Si(C1-C6-alkyl)3, or -Si(C1-C6-alkyl)3, The C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfin ... sulfonyl, C-C-haloalkylsulfonyl, -O-Si(C-C-alkyl) and -Si(C-C-alkyl) are further optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, hydroxyl, C-C-alkoxy, C-C-haloalkoxy, -O-Si(C-C-alkyl) -Si(C-C-alkyl), C-C-cycloalkyl, C-C-halocycloalkyl, and 3- to 7-membered heterocyclyl; and The C3-C8-cycloalkylsulfanyl, C3-C8-cycloalkylsulfinyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C8-cycloalkoxy, C3-C8-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, and 3- to 7-membered heterocyclyl are optionally further substituted by 1 to 4 substituents independently selected from the group consisting of halogen, cyano, nitro, hydroxyl, formyl, carboxyl, oxo, methylidene, halomethylidene, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkoxycarbonyl, C-C-haloalkoxycarbonyl, C-C-alkenyl, C-C-cycloalkyl, and C-C-halocycloalkyl; or Two C1-C6-alkyl substituents attached to the same carbon atom form a C3-C8-cycloalkyl; or 2 R's 6Sthe substituents optionally together with the carbon atom to which they are attached form a C3-C8-cycloalkyl; R 15 is hydrogen, C1-C6-alkyl or C3-C8-cycloalkyl, said C1-C6-alkyl is further optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and 3- to 7-membered heterocyclyl; and the C3-C8-cycloalkyl is optionally further substituted by 1 to 4 substituents independently selected from the group consisting of halogen, cyano, nitro, hydroxyl, formyl, carboxyl, oxo, methylidene, halomethylidene, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C1-C6-alkoxycarbonyl, C1-C6-haloalkoxycarbonyl, C2-C6-alkenyl, C3-C8-cycloalkyl, and C3-C8-halocycloalkyl; R 16 , R 17 , R 18 , and R 19 are independently hydrogen, C1-C6-alkyl, or C1-C6-haloalkyl, the C1-C6-alkyl or C1-C6-haloalkyl substituents are further optionally substituted by 1 to 3 substituents independently selected from the group consisting of cyano, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, and non-aromatic 3- to 7-membered heterocyclyl; R 7represents hydrogen, halogen, cyano, isocyano, hydroxyl, mercapto, nitro, amino, formyl, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C3-C8-cycloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C3-C8-cycloalkylsulfinyl, C1-C6-alkylsulfonyl, C1-C6-haloalkylsulfonyl, C3-C8-cycloalkylsulfonyl, C3-C8-cycloalkyl, C3-C6-cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, 3- to 7-membered heterocyclyloxy, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl) 3、 -N(R 20 )2, -C(=NR 21 )R 22 , -NR 23 C(=O)R 24 , -C(=O)(OR 25 ), -C(=O)N(R 26 )2, -S(=O)2N(R 27 )2, or -S(=O)(=NR 28 )R 29 And, C1-C6-Alkyl, C1-C6-haloalkyl, C1-C6-hydroxyalkyl, C1-C6-alkylcarbonyl, C1-C6-haloalkylcarbonyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C1-C6-alkylsulfanyl, C1-C6-haloalkylsulfanyl, C1-C6-alkylsulfinyl, C1-C6-haloalkylsulfinyl, C1-C6-alkylsulfonyl, and C1-C6-haloalkylsulfonyl optionally have 1 to 3 R 7Sa is substituted with a substituent, C3-C8-Cycloalkylsulfanyl, C3-C8-Cycloalkylsulfinyl, C3-C8-Cycloalkylsulfonyl, C3-C8-Cycloalkyl, C3-C6-Cycloalkenyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, 3- to 7-membered heterocyclyl, C3-C8-cycloalkoxy, C6-C 14 -aryloxy, 5- or 6-membered heteroaryloxy, and 3- to 7-membered heterocyclyloxy optionally have 1 to 3 R 7Sc is substituted with a substituent, R 20 is C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, or 3- to 7-membered heterocyclyl; C1-C6-Alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, and C2-C6-haloalkynyl optionally have 1 to 3 R 7Sa is substituted with a substituent, and C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C6-C 14 -aryl, 5- or 6-membered heteroaryl, and 3- to 7-membered heterocyclyl optionally have 1 to 3 substituents R 7Sc is replaced by R 21 and R 22 are independently hydroxyl, amino, cyano, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, mono-(C-C-alkyl)amino, or di-(C-C-alkyl)amino, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, mono-(C1-C6-alkyl)amino, or di-(C1-C6-alkyl)amino optionally has 1 to 3 R 7Sa is substituted with a substituent, R 23 , R 24 , R 25 , R 26 , R 27 , R 28 , and R 29 are independently hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, and C3-C8-cycloalkyl, C1-C6-Alkyl and C1-C6-haloalkyl optionally have 1 to 3 substituents R 7Sa is replaced by and C3-C8-cycloalkyl optionally has 1 to 3 substituents R 7Sc is replaced by R 7Sa are independently cyano, hydroxyl, carboxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C3-C8-cycloalkyl, C3-C8-halocycloalkyl, C1-C6-alkoxycarbonyl, -O-Si(C1-C6-alkyl)3, -Si(C1-C6-alkyl)3, C6-C 14 -aryl, or 3- to 7-membered heterocyclyl; R 7Scare independently halogen, cyano, nitro, hydroxyl, formyl, oxo, methylidene, halomethylidene, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, C-C-haloalkoxy, C-C-alkenyl, C-C-cycloalkyl, C-C-halocycloalkyl, -O-Si(C-C-alkyl)3, or 3- to 7-membered heterocyclyl, or Two C1-C6-alkyl substituents R7Sc attached to the same carbon atom form a C3-C8-cycloalkyl, R 8 is hydrogen, halogen or C1-C6-alkyl, R 9 is defined as above, X is a halogen

[0233] [Table 5] The present invention relates to a compound of formula (3) above, wherein

[0234] The present invention also preferably comprises a compound of formula (3):

[0235] [ka]

[0236] (In the formula, n is 1, m is 1, R 1 is hydrogen, R 2 and R 3 is hydrogen, R 4 and R 5 are independently hydrogen or fluorine, R 4 and R 5 At least one of them is not hydrogen, R 6is phenyl, 2,3-dihydrobenzofuranyl, 1,3-benzodioxolyl, 2,3-dihydro-1,4-benzodioxinyl, furanyl, pyrazolyl, thienyl, pyridinyl, pyrimidinyl, indolyl, phenyloxy, or benzyloxy; Phenyl, 2,3-dihydrobenzofuranyl, 1,3-benzodioxolyl, 2,3-dihydro-1,4-benzodioxinyl, furanyl, pyrazolyl, thienyl, pyridinyl, pyrimidinyl, indolyl, phenyloxy, or benzyloxy is selected from the group consisting of 1 to 3 R 6S optionally substituted with a substituent; R 6S are independently halogen, cyano, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-alkoxy, C1-C4-haloalkoxy, C2-C6-alkenyl, C2-C6-alkynyl, C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, -C(=O)R 16 , or -C(=O)(OR 17 ) and wherein said C3-C6-cycloalkyl, phenyl, pyrazolyl, imidazolyl, and pyridinyl are optionally further substituted with one or two substituents independently selected from the group consisting of fluoro, chloro, C1-C4-alkyl, and C1-C4-haloalkyl; and R 16 is C1-C4-alkyl, R 17 is hydrogen or C1-C4-alkyl, R 7 is hydrogen, halogen, C1-C4-alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl, C2-C4-alkynyl, C3-C6-cycloalkyl, pyridinyl, imidazolyl, pyrazolyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, piperidinyl, -N(R 20 )2, -C(=NR 21 )R 22 , or -C(=O)(OR25 ) and C1-C4-Alkyl, C1-C4-haloalkyl, C1-C4-hydroxyalkyl, C1-C4-alkylcarbonyl, C1-C4-alkoxy, C2-C4-alkenyl, and C2-C4-alkynyl may optionally be substituted with one or two R 7Sa is substituted with a substituent, C3-C6-cycloalkyl, pyridinyl, imidazolyl, pyrazolyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, and piperidinyl optionally have one or two R 7Sc is substituted with a substituent, R 20 is hydrogen, C1-C4-alkyl or C3-C6-cycloalkyl, R 21 is C1-C4-alkyl or C1-C4-alkoxy, R 22 is C1-C4-alkyl, R 25 is hydrogen or C1-C4-alkyl, and R 7Sa are independently C1-C4-alkoxy or phenyl, R 7Sc are independently halogen or C1-C4-alkyl, R 8 is hydrogen, halogen, C1-C4-alkyl, C1-C4-alkoxy, C2-C4-alkenyl, C2-C4-alkynyl, C1-C4-alkylsulfanyl, C3-C6-cycloalkyl, phenyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, pyrazolyl, imidazolyl, thiazolyl, pyridinyl, or -N(R 30 )2, The C3-C6-cycloalkyl, phenyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, pyrazolyl, imidazolyl, thiazolyl, and pyridinyl optionally contain one or two R 8Sc is substituted with a substituent, R 30 is C1-C6-alkyl, R 8Sc are independently halogen or C1-C4-alkyl, R 9 is hydrogen or halogen, X is a halogen

[0237] [Table 6] The present invention relates to a compound of formula (3) above, which is not

[0238] The present invention also relates to a compound of formula (4): Q-OH(4) (In the formula, Q is a group having the formula:

[0239] [ka]

[0240] (In the formula, *** is the point of attachment to the hydroxyl A is C or N, Q S is a group in which C3-C4-cycloalkyl, C3-C8-halocycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, or C2-C6-alkynyl),

[0241] [Table 7] does not represent a compound of formula (4).

[0242] Compositions and Formulations The present invention further relates to compositions, in particular compositions for controlling unwanted microorganisms, which can be applied to the microorganisms and / or their habitat.

[0243] The compositions comprise at least one compound of formula (I) and at least one agriculturally suitable adjuvant, such as a carrier and / or surfactant.

[0244] Carriers are generally inert, solid or liquid, natural or synthetic, organic or inorganic. Carriers generally improve the application of compounds to plants, plant parts, or seeds, for example. Examples of suitable solid carriers include, but are not limited to, ammonium salts, especially ammonium sulfate, ammonium phosphate, and ammonium nitrate; natural rock powders such as kaolin, clay, talc, chalk, quartz, attapulgite, montmorillonite, and diatomaceous earth; silica gels and synthetic rock powders such as finely divided silica, alumina, and silicates. Examples of typically useful solid carriers for preparing granules include, but are not limited to, crushed and fractionated natural rocks such as calcite, marble, pumice, sepiolite, and dolomite; synthetic granules of inorganic and organic flours; and granules of organic materials such as paper, sawdust, coconut shells, corn cobs, and tobacco stalks. Examples of suitable liquid carriers include, but are not limited to, water, organic solvents, and combinations thereof. Examples of suitable solvents include, for example, polar and non-polar organic chemical liquids from the class of aromatic and non-aromatic hydrocarbons (such as cyclohexane, paraffins, alkylbenzenes, xylenes, toluene, tetrahydronaphthalene, alkylnaphthalenes, chlorinated aromatic or chlorinated aliphatic hydrocarbons such as chlorobenzenes, chloroethylene, or methylene chloride), alcohols and polyols (such as ethanol, propanol, butanol, benzyl alcohol, cyclohexanol, or glycols, which may be optionally substituted, etherified, and / or esterified), ketones (such as acetone, methyl ethyl ketone, methyl isobutyl ketone, or cyclohexanone), esters (including fats and oils) and (poly)ethers, unsubstituted and substituted amines, amides (such as dimethylformamide or fatty acid amides) and their esters, lactams (such as N-alkylpyrrolidones, in particular N-methylpyrrolidone) and lactones, sulfones and sulfoxides (such as dimethyl sulfoxide), oils of vegetable or animal origin. The carrier may also be a liquefied gas extender, i.e., a liquid that is a gas at standard temperature and pressure, e.g., an aerosol propellant such as halohydrocarbons, butane, propane, nitrogen, carbon dioxide, etc.

[0245] Preferred solid supports are selected from clay, talc, and silica.

[0246] Preferred liquid carriers are selected from water, fatty acid amides and their esters, aromatic and non-aromatic hydrocarbons, lactams, and carbonate esters.

[0247] The amount of carrier will typically range from 1 to 99.99%, preferably from 5 to 99.9%, more preferably from 10 to 99.5%, and most preferably from 20 to 99% by weight of the composition.

[0248] The liquid carrier will typically be present in the range 20 to 90% by weight of the composition, for example 30 to 80% by weight.

[0249] The solid carrier will typically be present in the range 0 to 50% by weight of the composition, preferably 5 to 45% by weight, for example 10 to 30% by weight.

[0250] If the composition includes two or more carriers, the ranges outlined refer to the total amount of carriers.

[0251] The surfactant may be an ionic (cationic or anionic), amphoteric or nonionic surfactant, such as an ionic or nonionic emulsifier, foaming agent, dispersant, wetting agent, penetration enhancer, and any mixture thereof. Examples of suitable surfactants include salts of polyacrylic acid, salts of lignosulfonic acid (such as sodium lignosulfonate), salts of phenolsulfonic acid or naphthalenesulfonic acid, polycondensates of ethylene oxide and / or propylene oxide with fatty alcohols, fatty acids or fatty amines (e.g., polyoxyethylene fatty acid esters such as castor oil ethoxylate, polyoxyethylene fatty alcohol ethers, e.g., alkylaryl polyglycol ethers), substituted phenols (preferably alkylphenols or arylphenols) and their ethoxylates (e.g., tristyrylphenols, tristyryl ... Examples of suitable salts include, but are not limited to, ethoxylates, salts of sulfosuccinates, taurine derivatives (preferably alkyl taurates), phosphate esters of polyethoxylated alcohols or phenols, fatty esters of polyols (such as fatty acid esters of glycerol, sorbitol, or sucrose), sulfates (such as alkyl sulfates and alkyl ether sulfates), sulfonates (e.g., alkyl sulfonates, aryl sulfonates, and alkyl benzene sulfonates), phosphate esters, protein hydrolysates, lignosulfite waste liquor, and methylcellulose. References to salts in this paragraph preferably refer to the respective alkali, alkaline earth, and ammonium salts.

[0252] Preferred surfactants are selected from polyoxyethylene fatty alcohol ethers, polyoxyethylene fatty acid esters, alkylbenzene sulfonates such as calcium dodecylbenzene sulfonate, castor oil ethoxylates, sodium lignosulfonates, and arylphenol ethoxylates such as tristyrylphenol ethoxylate.

[0253] The amount of surfactant will typically be in the range 5 to 40%, for example 10 to 20% by weight of the composition.

[0254] Further examples of suitable auxiliaries include water repellents, desiccants, binders (adhesives, tackifiers, fixatives such as carboxymethylcellulose, natural and synthetic polymers in powder, granule or latex form such as gum arabic, polyvinyl alcohol and polyvinyl acetate, natural and synthetic phospholipids such as cephalin and lecithin, polyvinylpyrrolidone, and tylose), thickeners and secondary thickeners (cellulose ethers, acrylic acid derivatives, xanthan gum, modified clays, such as products available under the name BENTONE®, and finely divided silica), stabilizers (such as low-temperature stabilizers, preservatives such as dichlorophene and benzyl alcohol, and hydroxybenzoates, ...

[0255] The choice of auxiliary agent depends on the intended application mode of the compound of formula (I) and / or the physical properties of the compound.In addition, auxiliary agent can be selected to impart specific properties (technical, physical, and / or biological properties) to the composition or the use form prepared therefrom.By selecting auxiliary agent, the composition can be customized to meet specific needs.

[0256] The compositions of the present invention may be provided to the end user as ready-to-use formulations, i.e., they may be applied directly to plants or seeds by suitable equipment, such as spray or dusting equipment. Alternatively, they may be provided to the end user in the form of a concentrate that must be diluted, preferably with water, before use.

[0257] The compositions of the present invention may be prepared in conventional manner, for example by mixing a compound of formula (I) with one or more suitable auxiliaries as disclosed above.

[0258] The composition contains a fungicidally effective amount of a compound of formula (I). The term "effective amount" means an amount sufficient to control harmful fungi in cultivated plants or to protect the material, without causing substantial damage to the treated plants. Such amounts can vary widely and depend on various factors, such as the fungal species to be controlled, the cultivated plants or materials to be treated, climatic conditions, and the particular compound of formula (I) used. Typically, compositions according to the present invention contain 0.01 to 99% by weight, preferably 0.05 to 98% by weight, more preferably 0.1 to 95% by weight, even more preferably 0.5 to 90% by weight, and most preferably 1 to 80% by weight of a compound of formula (I). It is possible for a composition to contain more than one compound of the present invention. In such cases, the recited ranges refer to the total amount of compounds of the present invention.

[0259] The compositions of the present invention may be in any conventional composition type, such as solutions (e.g., aqueous solutions), emulsions, aqueous and oily suspensions, dusts (e.g., wettable powders, soluble powders), dusts, pastes, granules (e.g., soluble granules, dusting granules), suspoemulsion concentrates, natural or synthetic products impregnated with a compound of formula (I), fertilizers, and microencapsulated polymeric materials. The compound of formula (I) may be present in suspended, emulsified, or dissolved form. Examples of specific suitable composition types include solutions, water-soluble concentrates (e.g., SL, LS), dispersible concentrates (DC), suspensions and suspension concentrates (e.g., SC, OD, OF, FS), emulsifiable concentrates (e.g., EC), emulsions (e.g., EW, EO, ES, ME, SE), capsules (e.g., CS, ZC), pastes, lozenges, wettable powders or dusts (e.g., WP, SP, WS, DP, DS), presses (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., GW, GF). These and other composition types are defined by the Food and Agriculture Organization of the United Nations (FAO). A summary is provided in "Catalogue of Pesticide Formulation Types and International Coding System" (Technical Monograph No. 2, 6th Ed. May 2008, Croplife International).

[0260] Preferably, the composition of the present invention is in the form of one of the following types: EC, SC, FS, SE, OD, and WG, more preferably EC, SC, OD, and WG.

[0261] Examples of composition types and further details about their preparation are provided below. When two or more compounds of the present invention are present, the approximate amount of the compounds of the present invention refers to the total amount of the compounds of the present invention. This also applies mutatis mutandis to any additional components of the composition, such as wetting agents or binders, when there are two or more representatives of such components.

[0262] i) Water-soluble concentrates (SL, LS) 10-60% by weight of at least one compound of formula (I) and 5-15% by weight of a surfactant (e.g., a polyoxyethylene fatty alcohol ether) are added to such an amount of water and / or a water-soluble solvent (e.g., a carbonate such as propylene glycol or propylene carbonate) that the total amount is 100% by weight. Before application, the concentrate is diluted with water.

[0263] ii) Dispersible Concentrate (DC) 5-25% by weight of at least one compound of formula (I) and 1-10% by weight of a surfactant and / or binder (e.g., polyvinylpyrrolidone) are dissolved in an amount of organic solvent (e.g., cyclohexanone) such that the total amount is 100% by weight. Upon dilution with water, a dispersion is obtained.

[0264] iii) Emulsifiable concentrate (EC) 15-70% by weight of at least one compound of formula (I) and 5-10% by weight of a surfactant (e.g., a mixture of calcium dodecylbenzenesulfonate and castor oil ethoxylate) are combined with a water-insoluble organic solvent (e.g., an aromatic hydrocarbon or a fatty acid amide), and optionally an additional water-soluble solvent, to give a total of 100% by weight. Upon dilution with water, an emulsion is obtained.

[0265] iv) Emulsions (EW, EO, ES) 5-40% by weight of at least one compound of formula (I) and 1-10% by weight of a surfactant (e.g., a mixture of calcium dodecylbenzenesulfonate and castor oil ethoxylate) are dissolved in 20-40% by weight of a water-insoluble organic solvent (e.g., an aromatic hydrocarbon). This mixture is added to the same amount of water using an emulsifier to make the total amount 100% by weight. The resulting composition is a homogeneous emulsion. This emulsion may be further diluted with water before application.

[0266] v) Suspensions and suspension concentrates v-1) Aqueous (SC, FS) For example, in a suitable grinding device, such as an agitator ball mill, 20-60% by weight of at least one compound of formula (I) is ground with 2-10% by weight of a surfactant (e.g., sodium lignosulfonate and polyoxyethylene fatty alcohol ether), 0.1-2% by weight of a thickener (e.g., xanthan gum), and water to obtain a fine suspension of the active substance. Water is added in an amount such that the total amount becomes 100% by weight. Upon dilution with water, a stable suspension of the active substance is obtained. For FS-type compositions, up to 40% by weight of a binder (e.g., polyvinyl alcohol) is added.

[0267] v-2) Oil-based (OD, OF) For example, in a suitable grinding device, such as an agitator ball mill, 20-60% by weight of at least one compound of formula (I) is ground with 2-10% by weight of a surfactant (e.g., sodium lignosulfonate and polyoxyethylene fatty alcohol ether), 0.1-2% by weight of a thickener (e.g., modified clay, especially BENTONE® or silica), and an organic carrier to obtain a fine oily suspension of the active substance. The organic carrier is added in an amount such that the total amount is 100% by weight. Dilution with water results in a stable dispersion of the active substance.

[0268] vi) Water-dispersible granules and water-soluble granules (WG, SG) 50-80% by weight of at least one compound of formula (I) is pulverized with the addition of surfactants (e.g., sodium lignosulfonate and polyoxyethylene fatty alcohol ether) and converted into water-dispersible or water-soluble granules in technical equipment (e.g., extruders, spray towers, fluidized beds). The surfactants are used in an amount such that the total amount is 100% by weight. Dilution with water results in a stable dispersion or solution of the active substance.

[0269] vii) Water-dispersible and water-soluble powders (WP, SP, WS) 50-80% by weight of at least one compound of formula (I) is mixed with 1-8% by weight of a surfactant (e.g., sodium lignosulfonate, polyoxyethylene fatty alcohol ether) and a solid carrier, such as silica gel, and ground in a rotor-stator mill to a total of 100% by weight. Upon dilution with water, a stable dispersion or solution of the active substance is obtained.

[0270] viii) Gel (GW, GF) In an agitator ball mill, 5-25% by weight of at least one compound of formula (I) is ground with 3-10% by weight of a surfactant (e.g., sodium lignosulfonate), and 1-5% by weight of a binder (e.g., carboxymethylcellulose) and an amount of water to bring the total to 100% by weight. This results in a fine suspension of the active substance. Dilution with water results in a stable suspension of the active substance.

[0271] ix) Microemulsion (ME) 5-20% by weight of at least one compound of formula (I) is added 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., polyoxyethylene fatty alcohol ether and arylphenol ethoxylate), and an amount of water such that the total amount is 100% by weight. The mixture is stirred for 1 hour to spontaneously form a thermodynamically stable microemulsion.

[0272] x) Microcapsules (CS) An oil phase containing 5-50% by weight of at least one compound of formula (I), 0-40% by weight of a water-insoluble organic solvent (e.g., aromatic hydrocarbon), and 2-15% by weight of an acrylic monomer (e.g., methyl methacrylate, methacrylic acid, di- or tri-acrylate) are dispersed in an aqueous solution of a protective colloid (e.g., polyvinyl alcohol). Poly(meth)acrylate microcapsules are formed by radical polymerization initiated by a radical initiator. Alternatively, an oil phase containing 5-50% by weight of at least one compound of formula (I), 0-40% by weight of a water-insoluble organic solvent (e.g., aromatic hydrocarbon), and an isocyanate monomer (e.g., diphenylmethene-4,4'-diisocyanate) are 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. This monomer accounts for 1-10% by weight of the total CS composition.

[0273] xi) Powder formulations (DP, DS) 1 to 10% by weight of at least one compound of formula (I) is finely ground and intimately mixed with such an amount of solid carrier, for example finely divided kaolin, that the total amount is 100% by weight.

[0274] xii) Granules (GR, FG) 0.5 to 30% by weight of at least one compound of formula (I) is finely ground and combined with an amount of a solid carrier (e.g., a silicate) to make up 100% by weight of the total. Granulation is accomplished by extrusion, spray drying, or fluidized bed.

[0275] xiii) Ultra-trace liquid (UL) 1-50% by weight of at least one compound of formula (I) is dissolved in such an amount of organic solvent, such as an aromatic hydrocarbon, that the total amount is 100% by weight.

[0276] The compositions of types i) to xiii) may optionally contain 0.1 to 1% by weight of an adjuvant such as a preservative, 0.1 to 1% by weight of an antifoaming agent, 0.1 to 1% by weight of a dye and / or pigment, and 5 to 10% by weight of an antifreeze.

[0277] Mixtures / Combinations The compounds of formula (I) and compositions of the present invention can be mixed with other active ingredients, such as fungicides, bactericides, acaricides, nematicides, insecticides, biological control agents, or herbicides. Mixtures with fertilizers, growth regulators, safeners, nitrification inhibitors, semiochemicals, and / or other agriculturally beneficial agents are also possible. This can broaden the spectrum of activity and prevent the development of resistance. Examples of known fungicides, insecticides, acaricides, nematicides, and bactericides are disclosed in the "Pesticide Manual" (17th Edition).

[0278] Examples of fungicides which may be mixed with the compounds of formula (I) and compositions of the present invention are: 1) Ergosterol biosynthesis inhibitors, for example: (1.001) cyproconazole, (1.002) difenoconazole, (1.003) epoxiconazole, (1.004) fenhexamid, (1.005) fenpropidin, (1.006) fenpropimorph, (1.007) fenpyrazamine, (1.008) fluquinconazole, (1.009) flutriafol, (1.010) imazalil, (1.011) imazalil sulfate, (1.012) ipconazole, (1.013) metconazole, (1.014) Myclobutanil, (1.015) Paclobutrazol, (1.016) Prochloraz, (1.017) Propiconazole, (1.018) Prothioconazole, (1.019) Pyrisoxazole, (1.020) Spiroxamine, (1.021) Tebuconazole, (1.022) Tetraconazole, (1.023) Triadimenol, (1.024) Tridemorph, (1.025) Triticonazole, (1.026) (1R,2S,5S)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H -1,2,4-triazol-1-ylmethyl)cyclopentanol, (1.027) (1S,2R,5R)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, (1.028) (2R)-2-(1-chlorocyclopropyl)-4-[(1R)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.029) (2R)-2-(1-chlorocyclopropyl) -4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.030)(2R)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol, (1.031)(2S)-2-(1-chlorocyclopropyl)-4-[(1R)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.032) (2S)-2-(1-chlorocyclopropyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.033) (2S)-2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol, (1.034) (R)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl) (1.035)(S)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (1.036)[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2-oxazol-4-yl](pyridin-3-yl)methanol, (1.037) 1-({(2R,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan-2-yl}methyl )-1H-1,2,4-triazole, (1.038) 1-({(2S,4S)-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-4-methyl-1,3-dioxolan-2-yl}methyl)-1H-1,2,4-triazole, (1.039) 1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazol-5-yl thiocyanate, (1.040) 1-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazol-5-yl thiocyanate (1.041) 1-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazol-5-yl thiocyanate, (1.042) 2-[(2R,4R,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.043) 2-[(2R,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.044) 2-[(2R,4S,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.045) 2-[(2R,4S,5S)-1-(2,4-dichlorophenyl) )-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.046) 2-[(2S,4R,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.047) 2-[(2S,4R,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2 ,4-Dihydro-3H-1,2,4-triazole-3-thione, (1.048) 2-[(2S,4S,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.049) 2-[(2S,4S,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1. 050) 2-[1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.051) 2-[2-chloro-4-(2,4-dichlorophenoxy)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol, (1.052) 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.053) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.054) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)pentan-2-ol, (1.055) Mefentrifluconazole, (1.056) 2-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-1,2, 4-Triazole-3-thione, (1.057) 2-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.058) 2-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.059) 5-(4-chlorobenzyl)-2-(chloromethyl)-2- Methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol, (1.060) 5-(allylsulfanyl)-1-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole, (1.061) 5-(allylsulfanyl)-1-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole, (1.062) 5-(allylsulfanyl)- 1-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)oxiran-2-yl]methyl}-1H-1,2,4-triazole, (1.063) N'-(2,5-dimethyl-4-{[3-(1,1,2,2-tetrafluoroethoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidoformamide, (1.064) N'-(2,5-dimethyl-4-{[3-(2,2,2-trifluoroethoxy)phenyl]sulfanyl}phenyl)N-ethyl-N-methylimidoformamide, (1.065) N'-(2,5-dimethyl-4-{[3-(2,2,3,3-tetrafluoropropoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidoformamide, (1.066) N'-(2,5-dimethyl-4-{[3-(pentafluoroethoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylimidoformamide, (1.067) N'-(2,5-dimethyl-4-{3-[(1,1,2,2-tetrafluoroethyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methyl Imidoformamide, (1.068) N'-(2,5-dimethyl-4-{3-[(2,2,2-trifluoroethyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methylimidoformamide, (1.069) N'-(2,5-dimethyl-4-{3-[(2,2,3,3-tetrafluoropropyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methylimidoformamide, (1.070) N'-(2,5-dimethyl-4-{3-[(pentafluoroethyl)sulfanyl]phenoxy}phenyl)-N -ethyl-N-methylimidoformamide, (1.071) N'-(2,5-dimethyl-4-phenoxyphenyl)-N-ethyl-N-methylimidoformamide, (1.072) N'-(4-{[3-(difluoromethoxy)phenyl]sulfanyl}-2,5-dimethylphenyl)-N-ethyl-N-methylimidoformamide, (1.073) N'-(4-{3-[(difluoromethyl)sulfanyl]phenoxy}-2,5-dimethylphenyl)-N-ethyl-N-methylimidoformamide, (1.074) N'-[5 -bromo-6-(2,3-dihydro-1H-inden-2-yloxy)-2-methylpyridin-3-yl]-N-ethyl-N-methylimidoformamide, (1.075) N'-{4-[(4,5-dichloro-1,3-thiazol-2-yl)oxy]-2,5-dimethylphenyl}-N-ethyl-N-methylimidoformamide, (1.076) N'-{5-bromo-6-[(1R)-1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylimidoformamide, (1.077) N'-{5-bromo-6-[(1S)-1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylimidoformamide, (1.078) N'-{5-bromo-6-[(cis-4-isopropylcyclohexyl)oxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylimidoformamide, (1.079) N'-{5-bromo-6-[(trans-4-isopropylcyclohexyl)oxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylimidoformamide, (1.080) N'-{5-bromo-6-[1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylimidoformamide, (. 1.081) Ifentrifluconazole, (1.082) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol, (1.083) 2-[6-(4-bromophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazol-1-yl)propan-2-ol phen-2-ol, (1.084) 2-[6-(4-chlorophenoxy)-2-(trifluoromethyl)-3-pyridyl]-1-(1,2,4-triazol-1-yl)propan-2-ol, (1.085) 3-[2-(1-chlorocyclopropyl)-3-(3-chloro-2-fluoro-phenyl)-2-hydroxy-propyl]imidazole-4-carbonitrile, (1.086) 4-[[6-[rac-(2R)-2- (2,4-Difluorophenyl)-1,1-difluoro-2-hydroxy-3-(5-thioxo-4H-1,2,4-triazol-1-yl)propyl]-3-pyridyl]oxy]benzonitrile, (1.087) N-isopropyl-N'-[5-methoxy-2-methyl-4-(2,2,2-trifluoro-1-hydroxy-1-phenylethyl)phenyl]-N-methylimidoformamide, (1.088) N'-{5- Bromo-2-methyl-6-[(1-propoxypropan-2-yl)oxy]pyridin-3-yl}-N-ethyl-N-methylimidoformamide, (1.089) hexaconazole, (1.090) penconazole, (1.091) fenbuconazole, (1.092) methyl-2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1,2,4-triazol-1-yl)propanoate.

[0279] 2) Inhibitors of the complex I or II respiratory chain, for example (2.001) benzovindiflupyr, (2.002) bixafen, (2.003) boscalid, (2.004) carboxin, (2.005) fluopyram, (2.006) flutolanil, (2.007) fluxapyroxad, (2.008) furametpyr, (2.009) isofetamide, (2.010) isopyrazam (anti-epimer enantiomer 1R,4S,9S), (2.011) isopyrazam (anti-epimer enantiomer 1S,4R,9R), (2.012) isopyrazam (anti-epimer racemate 1RS,4SR,9SR), (2.013) Isopyrazam (mixture of syn-epimer racemates 1RS,4SR,9RS and anti-epimer racemates 1RS,4SR,9SR), (2.014) Isopyrazam (syn-epimer enantiomers 1R,4S,9R), (2.015) Isopyrazam (syn-epimer enantiomers 1S,4R,9S), (2.016) Isopyrazam (syn-epimer racemates 1RS,4SR,9RS), (2.017) Penflufen, (2.018) Penthiopyrad, (2.019) Pydiflumetofen, (2.020) Pyraziflumide, (2.021) Sedaxane, (2.022) 1,3-dimethyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1H-pyrazole-4-carboxamide, (2.023) 1,3-dimethyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide boxamide, (2.024) 1,3-dimethyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide, (2.025) 1-methyl-3-(trifluoromethyl)-N-[2'-(trifluoromethyl)biphenyl-2-yl]-1H-pyrazole-4-carboxamide, (2.026) 2-fluoro-6-(trifluoromethyl)-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)benzamide, (2.027) 3-(Difluoromethyl)-1-methyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl)-1H-pyrazole-4-carboxamide, (2.028) Inpirfluxam, (2.029) 3-(Difluoromethyl)-1-methyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1H-pyrazole-4-carboxamide, (2.030) Fluindapyr, (2.031) 3-(Difluoromethyl)-N-[(3R)-7-fluindapyr

[00130] 3-(difluoromethyl)-N-[(3S)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide, (2.032) 3-(difluoromethyl)-N-[(3S)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-inden-4-yl]-1-methyl-1H-pyrazole-4-carboxamide, (2.033) 5,8-difluoro-N-[2-(2-fluoro-4-{[4-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)ethyl]quinazoline -4-amine, (2.034) N-(2-cyclopentyl-5-fluorobenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.035) N-(2-tert-butyl-5-methylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.036) N-(2-tert-butylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide (2.037) N-(5-chloro-2-ethylbenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.038) isoflucipram, (2.039) N-[(1R,4S)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.040)040) N-[(1S,4R)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.041) N-[1-(2,4-dichlorophenyl)-1-methoxypropan-2-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.042) N-[2-chloro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5- Fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.043) N-[3-chloro-2-fluoro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.044) N-[5-chloro-2-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.045) N-cyclopropyl-3-(difluoro Methyl)-5-fluoro-1-methyl-N-[5-methyl-2-(trifluoromethyl)benzyl]-1H-pyrazole-4-carboxamide, (2.046) N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-fluoro-6-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.047) N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropyl-5-methylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.048) ) N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carbothioamide, (2.049) N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.050) N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(5-fluoro-2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.051) N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-4,5-dimethylbenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.052) N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-fluorobenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.053) N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-methylbenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.054) N-cyclopropyl-N-(2-cyclopropyl-5-fluorobenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide N-cyclopropyl-N-(2-cyclopropyl-5-methylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.055) N-cyclopropyl-N-(2-cyclopropylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.056) N-cyclopropyl-N-(2-cyclopropylbenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (2.057) pyrapropoin, (2.058) N-[rac-(1S,2S)-2-(2,4-dichlorophenyl)cyclobutyl]-2-(trifluoromethyl)nicotinamide, (2.059) N-[(1S,2S)-2-(2,4-dichlorophenyl)cyclobutyl]-2-(trifluoromethyl)nicotinamide, (2.060) fulveneteram.

[0280] 3) Inhibitors of the complex III respiratory chain, for example (3.001) ametoctrazine, (3.002) amisulbrom, (3.003) azoxystrobin, (3.004) methoxystrobin, (3.005) comoxystrobin, (3.006) cyazofamide, (3.007) dimoxystrobin, (3.008) enoxastrobin, (3.009) famoxadone, (3.010) fenamidone, (3.011) flufenoxystrobin, (3.012) fluoxastrobin, (3.013) kresoxystrobin methyl, (3.014) metominostrobin, (3.015) orysastrobin, (3.016) picoxystrobin, (3.017) pyraclostrobin, (3.018) pyrametostrobin, (3.019) pyraoxystrobin, (3.020) trifloxystrobin, (3.021) (2E)-2-{2-[({[(1E)-1-(3-{[(E)-1-fluoro-2-phenylvinyl]oxy}phenyl)ethylidene]amino}oxy)methyl]phenyl}-2-(methoxyimino)-N-methylacetone acetamide, (3.022) (2E,3Z)-5-{[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enamide, (3.023) (2R)-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, (3.024) (2S)-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, (3.025) fenpicoxamide, (3.026) mandestrobin, (3. 027) N-(3-ethyl-3,5,5-trimethylcyclohexyl)-3-formamido-2-hydroxybenzamide, (3.028) (2E,3Z)-5-{[1-(4-chloro-2-fluorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enamide, (3.029) methyl {5-[3-(2,4-dimethylphenyl)-1H-pyrazol-1-yl]-2-methylbenzyl}carbamate, (3.030) methyltetraprole, (3.031) flurylpicoxamide, (3.032) (2S,3S)-3-(o-tolyl)butan-2-yl-N-{[4-methoxy-3-(propanoyloxy)-2-pyridyl]carbonyl}-L-alaninate.

[0281] 4) Inhibitors of mitosis and cell division, for example (4.001) carbendazim, (4.002) diethofencarb, (4.003) ethaboxam, (4.004) fluopicolide, (4.005) pencycuron, (4.006) thiabendazole, (4.007) thiophanate-methyl, (4.008) zoxamide, (4.009) pyridaclomethyl, (4.010) 3-chloro-5-(4-chlorophenyl)-4-(2,6-difluorophenyl)-6-methylpyridazine, (4.011) 3-chloro-5-(6-chloropyridine-3- (4.012) 4-(2-bromo-4-fluorophenyl)-N-(2,6-difluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.013) 4-(2-bromo-4-fluorophenyl)-N-(2-bromo-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.014) 4-(2-bromo-4-fluorophenyl)-N-(2-bromophenyl)-1,3-dimethyl-1H-pyrazol-5-amine (4.015) 4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.016) 4-(2-bromo-4-fluorophenyl)-N-(2-chlorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.017) 4-(2-bromo-4-fluorophenyl)-N-(2-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.018) 4-(2-chloro-4-fluorophenyl)-N-(2,6- difluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.019) 4-(2-chloro-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.020) 4-(2-chloro-4-fluorophenyl)-N-(2-chlorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.021) 4-(2-chloro-4-fluorophenyl)-N-(2-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.022) 4-(4-chlorophenyl)-5-(2,6-difluorophenyl)-3,6-dimethylpyridazine, (4.023) N-(2-bromo-6-fluorophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.024) N-(2-bromophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.025) N-(4-chloro-2,6-difluorophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazol-5-amine, (4.026) fluopimomide.

[0282] 5) Compounds capable of multi-site action, for example (5.001) Bordeaux mixture, (5.002) captafol, (5.003) captan, (5.004) chlorothalonil, (5.005) copper hydroxide, (5.006) copper naphthenate, (5.007) copper oxide, (5.008) copper oxychloride, (5.009) copper(II) sulfate, (5.010) dithianon, (5.011) dodine, (5.012) folpet, (5.013) mancozeb, (5.014) mancozeb Neb, (5.015) metiram, (5.016) metiram zinc, (5.017) oxine-copper, (5.018) propineb, (5.019) sulfur preparations containing sulfur and calcium polysulfide, (5.020) thiram, (5.021) zineb, (5.022) ziram, (5.023) 6-ethyl-5,7-dioxo-6,7-dihydro-5H-pyrrolo[3',4':5,6][1,4]dithiino[2,3-c][1,2]thiazole-3-carbonitrile.

[0283] 6) Compounds capable of inducing host defense, such as (6.001) acibenzolar-S-methyl, (6.002) isotianil, (6.003) probenazole, (6.004) tiadinil.

[0284] 7) Inhibitors of amino acid and / or protein biosynthesis, for example (7.001) cyprodinil, (7.002) kasugamycin, (7.003) kasugamycin hydrochloride hydrate, (7.004) oxytetracycline, (7.005) pyrimethanil, (7.006) 3-(5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinolin-1-yl)quinoline.

[0285] 8) Inhibitors of ATP production, for example (8.001) silthiofam.

[0286] 9) Inhibitors of cell wall synthesis, for example (9.001) benthiavalicarb, (9.002) dimethomorph, (9.003) flumorph, (9.004) iprovalicarb, (9.005) mandipropamide, (9.006) pyrimorph, (9.007) valifenalate, (9.008) (2E)-3-(4-tert-butylphenyl)-3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one, (9.009) (2Z)-3-(4-tert-butylphenyl)-3-(2-chloropyridin-4-yl)-1-(morpholin-4-yl)prop-2-en-1-one.

[0287] 10) Inhibitors of lipid and membrane synthesis, for example, (10.001) propamocarb, (10.002) propamocarb hydrochloride, (10.003) tolclofos methyl.

[0288] 11) Inhibitors of melanin biosynthesis, for example, (11.001) tricyclazole, (11.002) tolprocarb.

[0289] 12) Inhibitors of nucleic acid synthesis, for example (12.001) benalaxyl, (12.002) benalaxyl-M (chiralaxyl), (12.003) metalaxyl, (12.004) metalaxyl-M (mefenoxam).

[0290] 13) Inhibitors of signal transduction, for example (13.001) fludioxonil, (13.002) iprodione, (13.003) procymidone, (13.004) proquinazide, (13.005) quinoxyfen, (13.006) vinclozolin.

[0291] 14) Compounds capable of acting as uncouplers, for example (14.001) fluazinam, (14.002) meptyldinocap.

[0292] 15) (15.001) Abscisic acid, (15.002) Benthazole, (15.003) Bethoxazin, (15.004) Capsimycin, (15.005) Carvone, (15.006) Chinomethionate, (15.007) Kufuraneb, (15.008) Cyflufenamid (15.009) Cymoxanil, (15.010) Cyprosulfamide, (15.011) Flutianil, (15.012) Fosetyl aluminum, (15.013) Fosetyl calcium, (15.014) Fosetyl sodium, (15. 015) Methyl isothiocyanate, (15.016) Metrafenone, (15.017) Mildiomycin, (15.018) Natamycin, (15.019) Nickel dimethyldithiocarbamate, (15.020) Nitrotarisopropyl, (15.021) Oxamocarb, (15.022) Oxathiapiproline, (15.023) Oxyfenthiin, (15.024) Pentachlorophenol and salts, (15.025) Phosphorous acid and its salts, (15.026) Propamocarb-fosetylate, (15.027) Pyriophenone (clazaphenone), (15.028) Tebufloquine, (15.029) Tecloftalam, (15.030) Tolnifanide, (15.031) 1-(4-{4-[(5R)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl (15.032) 1-(4-{4-[(5S)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone, (15.033) 2-(6-benzylpyridin-2-yl)quinazoline, (15.034) dipimethitrone, (15.035) 2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{5-[2-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]ethanone, (15.036) 2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{5-[2-chloro-6-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazole -3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]ethanone, (15.037) 2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{5-[2-fluoro-6-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]ethanone, (15.038) 2-[6-(3-fluoro-4-methoxyphenyl)-5-methylpyridin-2-yl]quinazoline, (15. 039) 2-{(5R)-3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}-3-chlorophenyl methanesulfonate, (15.040) 2-{(5S)-3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazole -5-yl}-3-chlorophenyl methanesulfonate, (15.041) Ipflufenoquin, (15.042) 2-{2-fluoro-6-[(8-fluoro-2-methylquinolin-3-yl)oxy]phenyl}propan-2-ol, (15.043) Fluoxapiproline, (15.044) 2-{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2-oxazol-5-yl}phenyl methanesulfonate, (15.045) 2-phenylphenol and salts, (15.046) 3-(4,4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline, (15.047) quinofumeline, (15.048) 4-amino-5-fluoropyrimidin-2-ol (tautomer: 4-amino-5-fluoropyrimidin-2(1H)-one), (15.049) 4-oxo-4-[(2-phenylethyl)amino]butanoic acid, (15.050) 5-amino-1,3,4-thiadiazole-2-thiol, (15.051) 5-chloro-N'-phenyl-N'-(propionyl)-2-yl (15.052) 5-Fluoro-2-[(4-fluorobenzyl)oxy]pyrimidin-4-amine, (15.053) 5-Fluoro-2-[(4-methylbenzyl)oxy]pyrimidin-4-amine, (15.054) 9-Fluoro-2,2-dimethyl-5-(quinolin-3-yl)-2,3-dihydro-1,4-benzoxazepine, (15.055) But-3-yn-1-yl{6-[({[(Z)-(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene] amino}oxy)methyl]pyridin-2-yl}carbamate, (15.056) ethyl (2Z)-3-amino-2-cyano-3-phenylacrylate, (15.057) phenazine-1-carboxylic acid, (15.058) propyl 3,4,5-trihydroxybenzoate, (15.059) quinolin-8-ol, (15.060) quinolin-8-ol sulfate (2:1), (15.061) tert-butyl {6-[({(Z)-[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy) methyl]pyridin-2-yl}carbamate, (15.062) 5-fluoro-4-imino-3-methyl-1-[(4-methylphenyl)sulfonyl]-3,4-dihydropyrimidin-2(1H)-one, (15.063) aminopyrifen, (15.064) (N'-[2-chloro-4-(2-fluorophenoxy)-5-methylphenyl]-N-ethyl-N-methylimidoformamide), (15.065) (N'-(2-chloro-5-methyl-4-phenoxyphenyl)-N-ethyl-N-methylimidoformamide), (15.066) (2-{2-[(7,8-difluoro-2-methylquinolin-3-yl)oxy]-6-fluorophenyl}propan-2-ol), (15.067) (5-bromo-1-(5,6-dimethylpyridin-3-yl)-3,3-dimethyl-3,4-dihydroisoquinoline), (15.068) (3-(4,4-difluoro-5,5-dimethyl-4,5-dihydrothieno[2,3-c]pyridin-7-yl)quinoline), (15.069) (1-(4,5-dimethyl-1H-benzimidazol-1-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline) , (15.070) 8-fluoro-3-(5-fluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinolone, (15.071) 8-fluoro-3-(5-fluoro-3,3,4,4-tetramethyl-3,4-dihydroisoquinolin-1-yl)quinolone, (15.072) 3-(4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)-8-fluoroquinoline, (15.073) (N-methyl-N-phenyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide), (15.074) Methyl {4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}carbamate, (15.075) (N-{4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzyl}cyclopropanecarboxamide), (15.076) N-methyl-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide, (15.077) N-[(E)-methoxyiminomethyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}carbamate oxadiazol-3-yl]benzamide, (15.078) N-[(Z)-methoxyiminomethyl]-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide, (15.079) N-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]cyclopropanecarboxamide, (15.080) N-(2-fluorophenyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide, (15.081) 2,2-Difluoro-N-methyl-2-[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]acetamide, (15.082) N-Allyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl]methyl]acetamide, (15.083) N-[(E)-N-Methoxy-C-methyl-carbonimidoyl]-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)benzamide, (15.084) N-[(Z)-N-Methoxy (15.085) N-Allyl-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide, (15.086) 4,4-Dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrrolidin-2-one, (15.087) N-Methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrrolidin-2-one 2,4-Oxadiazol-3-yl]benzenecarbothioamide, (15.088) 5-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]pyrrolidin-2-one, (15.089) N-((2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]-3,3,3-trifluoro-propanamide, (15.090) 1-methoxy-1-methyl-3-[[4-[5-(trifluoromethyl}-1,2,4-oxadiazol-3-yl]phenyl]methyl]- sadiazol-3-yl]phenyl]methyl]urea, (15.091) 1,1-diethyl-3-[[4-[5-(trifluoromethyl}-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea, (15.092) N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide, (15.093) N-methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]cyclopropanecarboxamide, (15.094) 1-Methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea, (15.095) N-Methoxy-N-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl)cyclopropanecarboxamide, (15.096) N,2-Dimethoxy-N-[[4-[5-(trifluoromethyl}-1,2,4-oxadiazol-3-yl]phenyl]methyl]propanamide, (15.097) N-Ethyl-2-methyl-N-[[4-[. 5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)phenyl]methyl]propanamide, (15.098) 1-methoxy-3-methyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea, (15.099) 1,3-dimethoxy-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]urea, (15.100) 3-ethyl-1-methoxy-1-[[4-[5-(trifluoromethyl)-1,2,4- oxadiazol-3-yl]phenyl]methyl]urea, (15.101) 1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin-2-one, (15.102) 4,4-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one, (15.103) 5,5-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one isoxazolidin-3-one, (15.104) 3,3-dimethyl-1-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]piperidin-2-one, (15.105) 1-[[3-fluoro-4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]azepan-2-one, (15.106) 4,4-dimethyl-2-[[4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one, (15.107) 5,5-dimethyl-2-[[4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl]methyl]isoxazolidin-3-one, (15.108) ethyl 1-{4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzyl}-1H-pyrazole-4-carboxylate, (15.109) N,N-dimethyl-1-{4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzyl}-1H-1,2,4-triazol-3-amine, (15.110) N-{2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzyl}butanamide, (15.111) N-(1-methylcyclopropyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide, (15.112) N-(2,4-difluorophenyl)-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide, (15.113) 1-(5,6-dimethylpyridin-3-yl)-4,4-difluoro-3, 3-Dimethyl-3,4-dihydroisoquinoline, (15.114) 1-(6-(difluoromethyl)-5-methyl-pyridin-3-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline, (15.115) 1-(5-(fluoromethyl)-6-methyl-pyridin-3-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline, (15.116) 1-(6-(difluoromethyl)-5-methoxy-pyridin-3-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline, (15.117) 4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl dimethylcarbamate, (15.118) N-{4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}propanamide, (15.119) 3-[2-(1-{[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-1,5-dihydro-2,4-benzodioxepin-6-yl methanesulfonate, (15. 120) 9-Fluoro-3-[2-(1-{[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-1,5-dihydro-2,4-benzodioxepin-6-yl methanesulfonate, (15.121) 3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-1,5-dihydro-2,4-benzodioxepin-6-yl methanesulfonate, (15.122) 3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4-yl)-1,3-thiazol-4-yl]-9-fluoro-1,5-dihydro-2,4-benzodioxepin-6-yl methanesulfonate, (15.123) 1-(6,7-dimethylpyrazolo[1,5-a]pyridin-3-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline, (15.124) 8-fluoro-N-(4,4,4-trifluoro-2-methyl-1-phenylbutan-2-yl ) quinoline-3-carboxamide, (15.125) 8-fluoro-N-[(2S)-4,4,4-trifluoro-2-methyl-1-phenylbutan-2-yl]quinoline-3-carboxamide, (15.126) N-(2,4-dimethyl-1-phenylpentan-2-yl)-8-fluoroquinoline-3-carboxamide, and (15.127) N-[(2S)-2,4-dimethyl-1-phenylpentan-2-yl]-8-fluoroquinoline-3-carboxamide, (15.128) D-tagatose.

[0293] All named mixing partners of classes (1) to (15) above can be present in the form of free compounds or, if their functional groups allow this, in the form of their pesticidal active salts.

[0294] The compounds of formula (I) and compositions of the present invention may also be combined with one or more biological control agents.

[0295] As used herein, the term "biological control" is defined as the control of pests such as plant pathogenic fungi and / or insects and / or mites and / or nematodes through the use or employment of biological control agents.

[0296] As used herein, the term "biological control agent" is defined as an organism other than a harmful organism and / or a protein or secondary metabolite produced by such an organism for biological control. Mutants of a second organism are included in the definition of a biological control agent. The term "mutant" refers to variants of a parent strain, as well as methods for obtaining mutants or variants whose insecticidal activity is greater than that expressed by the parent strain. "Parent strain" is defined herein as the original strain prior to mutagenesis. To obtain such mutants, the parent strain may be thoroughly treated with chemicals such as N-methyl-N'-nitro-N-nitrosoguanidine, ethyl methanesulfone, or by irradiation using gamma, X-ray, or UV radiation, or by other means known to those skilled in the art. Known mechanisms of biological control include enterobacteria, which control root rot by outcompeting fungi for space on the root surface. Bacterial toxins, such as antibiotics, have been used to control pathogens. Toxins can be isolated and applied directly to plants, or bacterial species can be administered to produce the toxin in situ.

[0297] A "variant" is a strain that has all the identifying characteristics of the NRRL or ATCC accession number set forth in the specification and can be identified as having a genome that hybridizes under high stringency conditions to the genome of the NRRL or ATCC accession number.

[0298] "Hybridization" refers to a reaction in which one or more polynucleotides react to form a complex stabilized through hydrogen bonding between the bases of nucleotide residues. Hydrogen bonding can occur through Watson-Crick base pairing, Hoogstein binding, or other sequence-specific methods. The complex can contain two strands forming a duplex structure, three or more strands forming a multi-stranded complex, a single self-hybridizing strand, or any combination thereof. Hybridization reactions can be performed under conditions of varying "stringency." Generally, low-stringency hybridization reactions are performed at about 40°C in 10xSSC or a solution of equivalent ionic strength / temperature. Moderate-stringency hybridization reactions are typically performed at about 50°C in 6xSSC, and high-stringency hybridization reactions are generally performed at about 60°C in 1xSSC.

[0299] A variant of a designated NRRL or ATCC accession number may also be defined as a strain having a genome sequence that has greater than 85%, more preferably greater than 90%, or more preferably greater than 95% sequence identity to the genome of the designated NRRL or ATCC accession number. A polynucleotide or polynucleotide region (or polypeptide or polypeptide region) having a certain percentage (e.g., 80%, 85%, 90%, or 95%) of "sequence identity" to another sequence means that, when aligned, a percentage of the bases (or amino acids) are identical when the two sequences are compared. This alignment and percent homology or sequence identity can be determined using software programs known in the art, such as those described in "Current Protocols in Molecular Biology" (F.M. Ausubel et al., eds., 1987).

[0300] "NRRL" is an abbreviation for "Agricultural Research Service Culture Collection," an international depository for the purpose of depositing microbial strains under the Budapest Treaty on the International Recognition of the Deposit of Microorganisms for the Purposes of Patent Procedure, and is located at the Agricultural Research Service, National Center for Agricultural Utilization Research, 1815 North University Street, Pereira, Illinois, USA (Zip Code 61604).

[0301] "ATCC" is an abbreviation for "American Type Culture Collection," an international depository for the purpose of depositing microbial strains under the Budapest Treaty on the International Recognition of the Deposit of Microorganisms for the Purposes of Patent Procedure, and is located at 10801 University Boulevard, Manassas, Virginia, USA (Zip Code 10110).

[0302] Examples of biological control agents that can be combined with the compounds of formula (I) and compositions of the present invention are: (A) an antibacterial agent selected from the group consisting of: (A1) For example, the following bacteria: (A1.1) Bacillus subtilis, in particular strain QST713 / AQ713 (available as SERENADE OPTI or SERENADE ASO from Bayer CropScience, USA, NRRL accession number B21661, U.S. Patent No. 6,060,051); (A1.2) Bacillus species, in particular strain D747 (available as DOUBLE NICKEL®), accession number FERM BP-8234, U.S. Patent No. 7,094,592; (A1.3) Bacillus pumilus, in particular strain BU F-33, NRRL accession number 50185 (available as part of the available as part of BASF's CARTISSA® products, EPA Registration No. 71840-19; (A1.4) Bacillus subtilis var. amyloliquefaciens strain FZB24, accession number DSM 10271 (available from Novozymes as TAEGRO® or TAEGRO® ECO (EPA Registration No. 70127-5)); (A1.5) Paenibacillus species strain, accession number NRRL B-50972 or accession number NRRL B-67129, WO 2016 / 154297; (A1.6) Bacillus subtilis strain BU1814 (BASF available from SE as VELONDIS® PLUS, VELONDIS® FLEX, and VELONDIS® EXTRA; (A1.7) Bacillus mojavensis strain R3B (accession number NCAIM(P)B001389) (WO 2013 / 034938), Certis USA, a subsidiary of Mitsui & Co.; (A1.8) Bacillus subtilis CX-9060, Certis USA, a subsidiary of Mitsui & Co.; (A1.9) Paenibacillus polymyxa, in particular strain AC-1 (e.g., TOPSEED® from Green Biotech Company); (A1.10) Pseudomonas proradix (e.g., PRORADIX® from Sourcon Padena); (A1.11) Pantoea agglomerans, in particular strain E325 (accession number NRRL B-21856) (available from Northwest Agri Products as BLOOMTIME BIOLOGICAL® FD BIOPESTICIDE); and

[0303] (A2) For example, the following fungi: (A2.1) Aureobasidium pullulans, in particular blastospores of the strain DSM 14940, of the strain DSM 14941, or a mixture of blastospores of the strains DSM 14940 and DSM 14941 (for example, BOTECTOR® and BLOSSOM PROTECT® from bio-ferm, Switzerland); (A2.2) Pseudozyma aphidis (disclosed in WO 2011 / 151819 by Yissum Research Development Company, Hebrew University of Jerusalem); (A2.3) certain species of Saccharomyces cerevisiae, Lesaffre et al., France; Compagnie CNCM No. I-3936, CNCM No. I-3937, CNCM No. I-3938, or CNCM No. I-3939 (WO 2010 / 086790);

[0304] (B) a biofungicide selected from the group consisting of: (B1) For example, the following bacteria: (B1.1) Bacillus subtilis, in particular the strain QST713 / AQ713 (available from Bayer CropScience, USA, as SERENADE OPTI or SERENADE ASO, NRRL accession number B21661, and described in U.S. Pat. No. 6,060,051); (B1.2) Bacillus pumilus, in particular the strain QST2808 (available from Bayer CropScience, USA, as SONATA®, NRRL accession number B-30087, and described in U.S. Pat. No. 6,245,551); (B1.3) Bacillus pumilus, in particular the strain GB34 (available from Bayer, Germany, as Yield Shield®); (B1.4) Bacillus pumilus (B1.5) Bacillus amyloliquefaciens, particularly strain BU F-33, NRRL accession number 50185 (available from BASF as CARTISSA product, EPA registration number 71840-19); (B1.6) Bacillus subtilis Y1336 (available from BioNTech, Taiwan as BIOBAC® WP, registered in Taiwan as a biofungicide with registration numbers 4764, 5454, 5096, and 5277); (B1.7) Bacillus subtilis MBI 600 (available from BASF as CARTISSA product, EPA registration number 71840-19); (B1.8) Bacillus amyloliquefaciens, particularly strain D747 (available from Kumiai Chemical Industry Co., Ltd. as Double Nickel®, accession number FERM BP-8234, U.S. Patent No. 7,094,592); (B1.9) Bacillus subtilis Y1336 (available from BioNTech, Taiwan as BIOBAC® WP, registered in Taiwan as a biofungicide with registration numbers 4764, 5454, 5096, and 5277); (B1.10) Bacillus subtilis MBI 600 (available from BioNTech, Taiwan as BIOBAC® WP, registered in Taiwan as a biofungicide with registration numbers 4764, 5454, 5096, and 5277); (B1.8) Bacillus subtilis strain GB03 (available from Bayer AG, Germany as Kodiak®); (B1.9) Bacillus amyloliquefaciens (var.) (Bacillus subtilis var.amyloliquefaciens strain FZB24, accession number DSM 10271 (available from Novozymes as TAEGRO® or TAEGRO® ECO (EPA registration number 70127-5)); (B1.10) Bacillus mycoides J isolate, accession number B-30890 (available from Certis USA, a Mitsui subsidiary, as BMJ TGAI® or WG and LifeGard®); (B1.11) Bacillus licheniformis, specifically strain SB3086, accession number ATCC 55406, WO 2003 / 000051 (available from Certis USA, a Mitsui subsidiary, as ECOGUARD® Biofungicide and GREEN (B1.12) Paenibacillus species strains, accession number NRRL B-50972 or accession number NRRL B-67129, WO 2016 / 154297; (B1.13) Bacillus subtilis strain BU1814 (available from BASF SE as VELONDIS® PLUS, VELONDIS® FLEX, and VELONDIS® EXTRA); (B1.14) Bacillus subtilis CX-9060, available from Certis USA, a subsidiary of Mitsui & Co.; (B1.15) Bacillus amyloliquefaciens amyloliquefaciens strain F727 (also known as strain MBI110) (NRRL accession number B-50768, WO 2014 / 028521) (STARGUS® from Marrone Bio Innovations); (B1.16) Bacillus amyloliquefaciens FZB42, accession number DSM 23117 (available as RHIZOVITAL® from ABiTEP GmbH, Germany); (B1.17) Bacillus licheniformis FMCH001 and Bacillus subtilis FMCH002 (QUARTZO® (WG) and PRESENCE® from FMC Corporation); (B1.18) Bacillus mojavensis strain R3B (accession number NCAIM(P)B001389) (WO 2013 / 034938), Certis USA, a subsidiary of Mitsui & Co.; (B1.19) Paenibacillus polymyxa ssp. plantarum (WO 2016 / 020371), BASF SE; (B1.20) Paenibacillus epiphyticus epiphyticus (WO 2016 / 020371), BASF SE; (B.1.21) Pseudomonas chlororaphis strain AFS009, accession number NRRL B-50897, WO 2017 / 019448 (e.g., HOWLER™ and ZIO™ from AgBiome Innovations, USA); (B1.22) Pseudomonas chlororaphis, in particular strain MA342 (e.g., CEDOMON™, CERALL™, and CEDRESS™ from Bioagri and Koppert); (B1.23) Streptomyces lydicus strain WYEC108 (Streptomyces lydicus (B1.24) Agrobacterium radiobacter strain K84 (e.g., GALLTROL-A® from AgBioChem, Canada); (B1.25) Agrobacterium radiobacter strain K1026 (e.g., NOGALL™ from BASF SE); (B1.26) Bacillus subtilis strain KTSB (FOLIACTIVE™ from Donaghys); (B1.27) Bacillus subtilis IAB / BS03 (AVIV™ from STK Bio-Ag Technologies); (B1.28) Bacillus subtilis strain Y1336 (available as BIOBAC™ WP from BioN-Tech, Taiwan, registered as a biofungicide in Taiwan under registration numbers 4764, 5454, 5096, and 5277); (B1.29) Bacillus amyloliquefaciens amyloliquefaciens isolate B246 (e.g., AVOGREEN™, University of Pretoria); (B1.30) Bacillus methylotrophicus strain BAC-9912 (Chinese Academy of Sciences' Institute of Applied Ecology); (B1.31) Pseudomonas proradix (e.g., PRORADIX™, Sourcon Padena); (B1.32) Streptomyces griseoviridis strain K61 (also known as Streptomyces galbus strain K61) (accession number DSM 7206) (available in MYCOSTOP™, Verdera, PREFENCE™, BioWorks, Crop Protection 2006, 25, 468-475); (B1.33) Pseudomonas fluorescens strain A506 (e.g., BLIGHTBAN® by NuFarm); and (B2) Fungi, such as: (B2.1) Coniothyrium minitans, in particular the strain CON / M / 91-8 (accession number DSM-9660, e.g., Contans® from Bayer CropScience Biologics GmbH); (B2.2) Metschnikowia fructicola, in particular the strain NRRL Y-30752; (B2.3) Microsphaeropsis ochracea; (B2.5) Trichoderma atroviride, in particular the strain SC1 (accession number CBS 122089, WO 2009 / 116106 and U.S. Pat. No. 8,431,120 (Bi-PA)), strain 77B (Andermatt (B2.6) Trichoderma harzianum strain T-22 (e.g. Trianum-P from Andermatt Biocontrol or Koppert) or strain Cepa Simb-T5 (Simbiose Agro); (B2.14) Gliocladium roseum (also known as Clonostachys rosea f. rosea), in particular strain 321U from Adjuvants Plus, Xue (Efficacy of Clonostachys rosea strain ACM941 and fungicide seed treatments for controlling the root tot complex of field pea, Can Jour Plant Sci 83(3): 519-524), or the IK726 strain (Jensen DF, et al.Development of a biocontrol agent for plant disease control with special emphasis on the near-commercial fungal antagonist Clonostachys rosea strain 'IK726'; Australas Plant Pathol. 2007;36:95-101; (B2.35) Talaromyces flavus strain V117b; (B2.36) Trichoderma viride, in particular strain B35 (Pietr et al., 1993, Zesz. Nauk. AR w Szczecinie 161: 125-137); (B2.37) Trichoderma asperellum, in particular strain SKT-1, accession number FERM P-16510 (e.g., ECO-HOPE® from Kumiai Chemical Industry Co., Ltd.), strain T34 (e.g., Biocontrol, Spain). Technologies T34 Biocontrol) or Isagro strain ICC 012; (B2.38) Trichoderma atroviride strain CNCM I-1237 (e.g., Esquive® WP from Agrauxine, France); (B2.39) Trichoderma atroviride strain number V08 / 002387; (B2.40) Trichoderma atroviride strain NMI V08 / 002388; (B2.41) Trichoderma atroviride strain NMI V08 / 002389; (B2.42) Trichoderma atroviride atroviride) NMI strain V08 / 002390; (B2.43) Trichoderma atroviride) strain LC52 (e.g., Tenet from Agrimm Technologies); (B2.44) Trichoderma atroviride ATCC strain 20476 (IMI 206040); (B2.45) Trichoderma atroviride strain T11 (IMI352941 / CECT20498); (B2.46) Trichoderma harmatum; (B2.47) Trichoderma harzianum; (B2.48) Trichoderma harzianum rifai T39 (e.g., Trichodex® from Makhteshim, USA); (B2.49) Trichoderma asperellum, in particular the kd strain (e.g., Andermatt (B2.50) Trichoderma harzianum strain ITEM908 (e.g., Trianum-P from Koppert); (B2.51) Trichoderma harzianum strain TH35 (e.g., Root-Pro from Mycontrol); (B2.52) Trichoderma virens (also known as Gliocladium virens), in particular GL-21 (e.g., SoilGard from Certis, USA); (B2.53) Trichoderma viride strain TV1 (e.g., Trianum-P from Koppert); (B2.54) Ampelomyces quisqualis, in particular AQ 10 strain (e.g., AQ 10® from IntrachemBio, Italy); (B2.56) Aureobasidium pullulans, in particular blastospores of the DSM 14940 strain; (B2.57) Aureobasidium pullulans, in particular blastospores of the DSM 14941 strain; (B2.58) Aureobasidium pullulans, in particular a mixture of blastospores of the strains DSM 14940 and DSM 14941 (e.g., Botector® from bio-ferm, Switzerland); (B2.64) Cladosporium cladosporioides strain H39, accession number CBS 122244, U.S. Patent Application Publication No. 2010 / 0291039 (according to Stichting Dienst Landbouwkundig Onderzoek); (B2.69) Gliocladium catenulatum (synonym: Clonostachys rosea f. catenulata). catenulate strain J1446 (e.g., Prestop® by Lallemand); (B2.70) Lecanicillium lecanii (formerly known as Verticillium lecanii) conidia strain KV01 (e.g., Vertalec® by Koppert / Arysta); (B2.71) Penicillium vermiculatum; (B2.72) Pichia anomala, strain WRL-076 (NRRL Y-30842), U.S. Pat. No. 7,579,183; (B2.75) Trichoderma atroviride strain SKT-1 (FERM P-16510), Japanese Patent Publication No. 11-253151(A); (B2.76) Trichoderma atroviride SKT-2 strain (FERM P-16511), Japanese Patent Publication No. 11-253151(A); (B2.77) Trichoderma atroviride SKT-3 strain (FERM P-17021), Japanese Patent Publication No. 11-253151(A); (B2.78) Trichoderma gamsii (formerly known as Trichoderma viride (T.viride), strain ICC080 (IMI CC 392151 CABI, e.g., BioDerma by AGROBIOSOL DE MEXICO); (B2.79) Trichoderma harzianum, strain DB 103 (available as T-GRO® 7456 by Dagutat Biolab); (B2.80) Trichoderma polysporum, strain IMI 206039 (e.g., Binab TF WP by BINAB Bio-Innovation AB, Sweden); (B2.81) Trichoderma stromaticum, accession number Ts3550 (e.g., Tricovab by CEPLAC, Brazil); (B2.83) Ulocladium oudemansi (B2.84) Verticillium albo-atrum (formerly V. dahliae), strain WCS850, accession number WCS850, deposited at the Dutch Central Bureau for Fungi Cultures (e.g., DUTCH TRIG® by Tree Care Innovations); (B2.86) Verticillium chlamydosporium; (B2.87) Trichoderma asperellum, strain ICC 012 (Trichoderma harzianum); harzianum ICC012), accession number CABI CC IMI 392716, and Trichoderma gamsii (formerly known as T.viride) ICC 080, accession number IMI 392151 (e.g., BIO-TAM™ from Isagro USA and BIODERMA® from Agrobiosol de Mexico); (B2.88) Trichoderma asperelloides JM41R (accession number NRRL B-50759) (TRICHO PLUS® from BASF SE); (B2.89) Aspergillus flavus strain NRRL 21882 (a product also known as AFLA-GUARD® from Syngenta / ChemChina); (B2.90) Chaetomium cupreum (accession number CABI 353812) (e.g., BIOKUPRUM™ by AgriLife); (B2.91) Saccharomyces cerevisiae. Saccharomyces cerevisiae, in particular the cell walls of the strain LASO2 (Agro-Levures et Derives), the strain LAS117 (CEREVISANE® from Lesaffre, ROMEO® from BASF SE), the strains CNCM No. I-3936, CNCM No. I-3937, CNCM No. I-3938, and CNCM No. I-3939 from Lesaffre et Compagnie, France (WO 2010 / 086790); (B2.92) Trichoderma viren G-41, formerly known as Gliocladium virens (Accession No. ATCC 20906) (e.g., ROOTSHIELD® PLUS WP and TURFSHIELD® PLUS from BioWorks, USA). WP); (B2.93) Trichoderma hamatum, accession number ATCC 28012; (B2.94) Ampelomyces quisqualis strain AQ10, accession number CNCM I-807 (e.g., AQ 10®, IntrachemBio, Italy); (B2.95) Phlebiopsis gigantea strain VRA 1992 (ROTSTOP®, Danstar Ferment); (B2.96) Penicillium steckii (DSM 27859, WO 2015 / 067800), BASF SE; (B2.97) Chaetomium globosum globosum (known as RIVADIOM® by Rivale); (B2.98) Cryptococcus flavescens strain 3C (NRRL Y-50378); (B2.99) Dactylaria candida; (B2.100) Dilophosphora alopecuri (available as TWIST FUNGUS®); (B2.101) Fusarium oxysporum strain Fo47 (available as FUSACLEAN® from Natural Plant Protection); (B2.102) Pseudozyma flocculosa strain PF-A22 UL (available as SPORODEX® from Canadian Plant Products); (B2.103) Trichoderma gamsii (formerly known as T. viride), strain ICC 080 (IMI CC 392151 CABI) (available as BIODERMA® from AGROBIOSOL DE MEXICO); (B2.104) Trichoderma faetali fertile) (e.g., BASF's TrichoPlus products); (B2.105) Muscodor roseus, in particular strain A3-5 (accession number NRRL 30548); (B2.106) Simplicillium lanosoniveum; Biological control agents with plant growth and / or plant health improving effects that can be combined in the compound combinations of the present invention, including: (C1) Bacteria selected from the group consisting of Bacillus pumilus, in particular the strain QST2808 (accession number: NRRL No. B-30087); Bacillus subtilis, in particular the strain QST713 / AQ713 (having NRRL accession number B-21661 and described in U.S. Patent No. 6,060,051, available from Bayer CropScience, USA, as SERENADE® OPTI or SERENADE®); Bacillus subtilis, in particular the strain AQ30002 (having NRRL accession number B-50421 and described in U.S. Patent Application Publication No. 13 / 330,576); Bacillus subtilis, in particular the strain AQ30004 (and NRRL B-50455, described in U.S. Patent Application Publication No. 13 / 330,576; Sinorhizobium meliloti strain NRG-185-1 (NITRAGIN®, Bayer CropScience); Bacillus subtilis strain BU1814 (TEQUALIS®, BASF SE); Bacillus subtilis rm303 (RHIZOMAX®, Biofilm Crop Protection); Bacillus amyloliquefaciens pm414 (LOLI-PEPTA®, Biofilm Crop Protection);Bacillus mycoides BT155 (NRRL No. B-50921), Bacillus mycoides EE118 (NRRL No. B-50918), Bacillus mycoides EE141 (NRRL No. B-50916), Bacillus mycoides BT46-3 (NRRL No. B-50922), Bacillus cereus family member EE128 (NRRL No. B-50917), Bacillus thuringiensis BT013A (NRRL No. B-50924) (Bacillus thuringiensis 4Q7), Bacillus cereus family member EE349 (NRRL No. B-50928), Bacillus amyloliquefaciens SB3281 (ATCC No. PTA-7542, WO 2017 / 205258), Bacillus amyloliquefaciens TJ1000 (available as QUIKROOTS® from Novozymes); Bacillus firmus, particularly strain CNMC I-1582 (e.g., VOTIVO® from BASF SE); Bacillus pumilus, particularly strain GB34 (e.g., YIELD® from Bayer Crop Science, Germany). SHIELD®); Bacillus amyloliquefaciens, in particular strain IN937a; Bacillus amyloliquefaciens, in particular strain FZB42 (e.g., RHIZOVITAL® from ABiTEP GmbH, Germany); Bacillus amyloliquefaciens BS27 (accession number NRRL B-5015);a mixture of Bacillus licheniformis FMCH001 and Bacillus subtilis FMCH002 (available as QUARTZO® (WG) and PRESENCE® from FMC Corporation); Bacillus cereus, in particular the strain BP01 (ATCC 55675, e.g., MEPICHLOR® from Arysta Lifescience, USA); Bacillus subtilis, in particular the strain MBI 600 (e.g., SUBTILEX® from BASF SE); Bradyrhizobium japonicum (e.g., OPTIMIZE® from Novozymes); Mesorhizobium cicer (e.g., BASF NODULATOR from BASF SE; Rhizobium leguminosarium biovar viciae (e.g. NODULATOR from BASF SE); Delftia acidovorans, in particular the strain RAY209 (e.g. BIOBOOST® from Brett Young Seeds); Lactobacillus species (e.g. LACTOPLANT® from LactoPAFI); Paenibacillus polymyxa, in particular the strain AC-1 (e.g. TOPSEED® from Green Biotech Company); Pseudomonas proradix (e.g. PRORADIX® from Sourcon Padena); Azospirillum brasiliensis brasilense) (e.g., VIGOR® from KALO); Azospirillum lipoferum (e.g., VERTEX-IF® from TerraMax);a mixture of Azotobacter vinelandii and Clostridium pasteurianum (available as INVIGORATE® from Agrinos); Pseudomonas aeruginosa, particularly the strain PN1; Rhizobium leguminosarum, particularly (biovar) bv. viceae strain Z25 (accession number CECT 4585); Azorhizobium caulinodans, particularly the strain ZB-SK-5; Azotobacter chroococcum, particularly the strain H23; Azotobacter vinelandii, particularly the strain ATCC strain 12837; Bacillus siamensis, in particular strain KCTC 13613T; Bacillus tequilensis, in particular strain NII-0943; Serratia marcescens, in particular strain SRM (accession number MTCC 8708); Thiobacillus species (e.g., CROPAID® from Cropaid, UK); and (C2) Fungi selected from the group consisting of Purpureocillium lilacinum (formerly known as Paecilomyces lilacinus) strain 251 (AGAL 89 / 030550, e.g., BioAct from Bayer CropScience Biologics GmbH), Penicillium bilaii strain ATCC 22348 (e.g., JumpStart® from Acceleron BioAg), and Talaromyces flavus strain V117b; Trichoderma atroviride strain CNCM I-1237 (e.g., Esquive® WP from Agrauxine, France); Trichoderma viride viride), for example, strain B35 (Pietr et al., 1993, Zesz. Nauk.AR w Szczecinie 161: 125-137; Trichoderma atroviride strain LC52 (also known as Trichoderma atroviride strain LU132, e.g., Sentinel from Agrimm Technologies); Trichoderma atroviride strain SC1, described in International Application No. PCT / IT2008 / 000196; Trichoderma asperellum strain kd (e.g., T-Gro from Andermatt Biocontrol); Trichoderma asperellum strain Eco-T (Plant Health Products, South Africa); Trichoderma harzianum strain T-22 (e.g., Andermatt Trianum-P from Biocontrol or Koppert; Myrothecium verrucaria strain AARC-0255 (e.g., DiTera™ from Valent Biosciences); Penicillium bilaii strain ATCC ATCC20851; Pythium oligandrum strain M1 (ATCC 38472, e.g., Polyversum from Bioprepraty, Czech Republic); Trichoderma virens strain GL-21 (e.g., SoilGard™ from Certis, USA); Verticillium albo-atrum (formerly V. dahliae) strain WCS850 (CBS 276).92, e.g., Dutch Trig from Tree Care Innovations; Trichoderma atroviride, in particular strain V08 / 002387, NMI number V08 / 002388, NMI number V08 / 002389, and NMI number V08 / 002390; Trichoderma harzianum strain ITEM 908; Trichoderma harzianum strain TSTh20; Trichoderma harzianum strain 1295-22; Pythium oligandrum strain DV74; Rhizopogon amylopogon (e.g., Helena Chemical Company's Myco-Sol); Rhizopogon fulvigleba (e.g., Helena Chemical Company's Myco-Sol); and Trichoderma virens strain GI-3. an insecticidally active biological control agent selected from: (D1) Bacteria selected from the group consisting of Bacillus thuringiensis subsp. aizawai, in particular, strain ABTS-1857 (SD-1372, for example, XENTARI® from Valent BioSciences); Bacillus mycoides, J isolate (for example, BmJ from Certis USA, a subsidiary of Mitsui & Co.); Bacillus sphaericus, in particular, serotype H5a5b, strain 2362 (ABTS-1743) (for example, VECTOLEX® from Valent BioSciences, USA); Bacillus thuringiensis subsp. kurstaki, strain BMP 123, Becker Microbial, Israel Products; Bacillus thuringiensis subsp. aizawai, in particular serotype H-7 (e.g., FLORBAC®, Valent BioSciences, USA); Bacillus thuringiensis subsp. kurstaki strain HD-1 (e.g., DIPEL®, Valent BioSciences, USA); Bacillus thuringiensis subsp. kurstaki (Bacillus thuringiensis subsp.kurstaki strain BMP 123, Becker Microbial Products, Israel; Bacillus thuringiensis (subsp.) israelensis strain BMP 144 (e.g., AQUABAC®, Becker Microbial Products, Israel); Burkholderia species, in particular Burkholderia rinojensis strain A396 (also known as Burkholderia rinojensis strain MBI305) (accession number NRRL B-50319, WO 2011 / 106491 and WO 2013 / 032693; e.g., MBI-206, Marrone Bio Innovations). TGAI and ZELTO®; Chromobacterium subtsugae, in particular the strain PRAA4-1T (MBI-203, e.g., GRANDEVO® from Marrone Bio Innovations); Paenibacillus popilliae (formerly known as Bacillus popilliae), e.g., MILKY SPORE POWDER® and MILKY SPORE GRANULAR® from St. Gabriel Laboratories; Bacillus thuringiensis subsp. israelensis (serotype H-14) strain AM65-52 (accession number ATCC 1276) (e.g., Valentino, CA, USA); BioSciences' VECTOBAC®); Bacillus thuringiensis var. kurstaki strain EVB-113-19 (e.g., AEF Global's BIOPROTEC®); Bacillus thuringiensis subsp. tenebrionis (Bacillus thuringiensis subsp.tenebrionis) strain NB 176 (SD-5428, e.g., NOVODOR®, BioFa, Germany); Bacillus thuringiensis (var.) japonensis (Bacillus thuringiensis var. japonensis) strain Buibui; Bacillus thuringiensis (subsp.) kurstaki (Bacillus thuringiensis subsp. kurstaki) strain ABTS 351; Bacillus thuringiensis (subsp.) kurstaki (Bacillus thuringiensis subsp. kurstaki) strain PB 54; Bacillus thuringiensis (subsp.) kurstaki (Bacillus thuringiensis subsp. kurstaki) strain SA 11; and Bacillus thuringiensis (subsp.) kurstaki (Bacillus thuringiensis subsp. kurstaki) SA. 12 strains; Bacillus thuringiensis subsp. kurstaki strain EG 2348; Bacillus thuringiensis var. Colmeri (e.g., TIANBAOBTC from Changzhou Jianghai Chemical Factory Co., Ltd.); Bacillus thuringiensis subsp. aizawai strain GC-91; Serratia entomophila (e.g., INVADE® from Wrightson Seeds Co., Ltd.); Serratia marcescens, particularly the SRM strain (accession number MTCC 8708); and Wolbachia pipientis strain ZAP (e.g., ZAP from MosquitoMate Co., Ltd.). MALES (registered trademark); and (D2) A fungus selected from the group consisting of: Isaria fumosorosea (formerly known as Paecilomyces fumosoroseus) apopka 97 strain; Beauveria bassiana ATCC 74040 strain (e.g., NATURALIS® from Intrachem Bio, Italy); Beauveria bassiana GHA strain (accession number ATCC 74250, e.g., BOTANIGUARD® ES and MYCONTROL-O® from Laverlam International Corporation); Zooftora radicans; Metarhizium robertii Metarhizium robertsii 15013-1 (deposited under NRRL accession number 67073), Metarhizium robertsii 23013-3 (deposited under NRRL accession number 67075), and Metarhizium anisopliae 3213-1 (deposited under NRRL accession number 67074) (WO 2017 / 066094, Pioneer Hi-Bred International); Beauveria bassiana strain ATP02 (accession number DSM 24665). Among these, Isaria fumosorosea (formerly known as Paecilomyces fumosoroseus) strain apopka 97 is particularly preferred. (E) a virus selected from the group consisting of Adoxophyes orana (summer fruit tortrix) granulosis virus (GV), Cydia pomonella (codling moth) granulosis virus (GV), Helicoverpa armigera (cotton budworm larvae) nuclear polyhedrosis virus (NPV), Spodoptera exigua (beet armyworm) mNPV, Spodoptera frugiperda (siberian armyworm larvae) mNPV, and Spodoptera littoralis (African cotton leafworm) NPV; (F) Bacteria and fungi that can be added as "inoculants" to plants or plant parts or plant organs and that, by their specific properties, promote plant growth and plant health. Examples include: Agrobacterium spp., Azorhizobium caulinodans, Azospirillum spp., Azotobacter spp., Bradyrhizobium spp., Burkholderia spp., in particular Burkholderia cepacia (formerly known as Pseudomonas cepacia), Gigaspora spp. or Gigaspora monosporum, Glomus spp., Laccaria spp., Lactobacillus buchneri, buchneri, Paraglomus species, Pisolithus tinctorus, Pseudomonas species, Rhizobium species, in particular Rhizobium trifolii, Rhizopogon species, Scleroderma species, Suillus species, and Streptomyces species; and (G) Plant extracts and products formed by microorganisms containing proteins and secondary metabolites that can be used as biological control agents, e.g., Allium sativum, Artemisia absinthium, azadirachtin, Biokeeper WP, Cassia nigricans, Celastrus angulatus, Chenopodium anthelminticum, chitin, ARMOUR-Zen®, Dryopteris filix-mas, Equisetum arvense, Fortune Aza, Fungastop, Heads Up (Chenopodium quinoa saponin extract), pyrethrum (pyrethrum / pyrethrin), Cassia amara, amara, Quercus, Quillaja, Regalia, "Requiem™ Insecticide", rotenone, ryania / ryanodine, Symphytum officinale, Tanacetum vulgare, thymol, TRIACT® 70, TriCon, Tropaeulum majus, Urtica dioica, Veratrin, Viscum album, Brassicaceae extracts, in particular rapeseed powder or mustard powder, as well as bioinsecticidal and acaricidal active substances obtained from olive oil, in particular those with a carbon chain length of C as the active ingredient. 16 -C 20 Unsaturated fatty acids / carboxylic acids having the formula: such as those contained in products under the trade name FLiPPER®.

[0305] The compounds of formula (I) and compositions of the present invention may be combined with one or more active ingredients selected from insecticides, acaricides, and nematicides.

[0306] The terms "insecticide" and "insecticidal" refer to the ability of a substance to increase the mortality rate or inhibit the growth rate of insects. As used herein, the term "insects" includes all organisms of the class "Insecta."

[0307] "Nematicide" and "nematicidal" refer to the ability of a substance to increase mortality or inhibit the growth rate of nematodes. Generally, the term "nematodes" includes eggs, larvae, juveniles, and adult forms of the organisms.

[0308] "Acaricide" and "acaricidal" refer to the ability of a substance to increase mortality or inhibit the growth rate of ectoparasites of the class Arachnida, subclass Acarina.

[0309] Examples of insecticides, acaricides and nematicides that can be mixed with the compounds of formula (I) and compositions of the present invention are respectively: (1) Acetylcholinesterase (AChE) inhibitors, for example, carbamates, such as alanycarb, aldicarb, bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, formetanate, furathiocarb, isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiofanox, triazamate, trimethacarb, XMC, and xylylcarb; or organophosphates, such as acephate, azamethiphos, azinphos-ethyl, azinphos-methyl, cadusafos, chlorethoxyphos, chlorfenvinphos, chlormephos, chlorpyrifos-methyl, coumaphos, cyanophos, demeton-S-methyl, diazinon, dichlorvos / DDVP ... tophos, dimethoate, dimethylvinphos, disulfoton, EPN, ethion, ethoprophos, famphr, fenamiphos, fenitrothion, fenthion, fosthiazate, heptenophos, imithiaphos, isofenphos, isopropyl O-(methoxyaminothiophosphoryl) salicylate, isoxathion, malathion, mecarbam, methamidophos, methidathion, mevinphos, monocrotophos, naled, omethoate, oxydemeton methyl, parathion methyl, phenthoate, phorate, phosalone, phosmet, phosphamidon, phoxim, pirimiphos methyl, profenofos, propetamphos, prothiofos, pyraclofos, pyridaphenthion, quinalphos, sulfotep, tebupirimfos, temephos, terbufos, tetrachlorvinphos, thiometon, triazophos, trichlorfon, and vamidothion.

[0310] (2) GABA-gated chloride channel blockers, for example, cyclic diene organochlorine compounds such as chlordane and endosulfan, or phenylpyrazoles (fiproles) such as ethiprole and fipronil.

[0311] (3) sodium channel modulators, for example, pyrethroids, for example, acrinathrin, allethrin, d-cis-trans allethrin, d-trans allethrin, bifenthrin, bioallethrin, bioallethrin S-cyclopentenyl isomer, bioresmethrin, cycloprothrin, cyfluthrin, β-cyfluthrin, cyhalothrin, λ-cyhalothrin, γ-cyhalothrin, cypermethrin, α-cypermethrin, β-cypermethrin, Θ-cypermethrin, ζ-cypermethrin, cyphenothrin [(1R)-trans-isomer], deltamethrin, empenthrin [(EZ)-(1R)-isomer], esfenvalerate, etofenprox, fenpropathrin, Fenvalerate, flucythrinate, flumethrin, tau-fluvalinate, halfenprox, imiprothrin, kadesrin, momfluorothrin, permethrin, fenothrin [(1R)-trans-isomer], prallethrin, pyrethrins (pyrethrum), resmethrin, silafluofen, tefluthrin, tetramethrin, tetramethrin [(1R)-isomer)], tralomethrin, and transfluthrin, or DDT, or methoxychlor, etc.

[0312] (4) Nicotinic acetylcholine receptor (nAChR) competitive modulators, for example, neonicotinoids, such as acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid, and thiamethoxam, or nicotine, or sulfoxaflor, or flupyradifurone.

[0313] (5) Nicotinic acetylcholine receptor (nAChR) allosteric modulators, for example, spinosyns, such as spinetoram and spinosad.

[0314] (6) Glutamate-gated chloride channel (GluCl) allosteric modulators, such as avermectins / milbemycins, such as abamectin, emamectin benzoate, lepimectin, and milbemectin.

[0315] (7) Juvenile hormone mimetics, for example, juvenile hormone analogs, such as hydroprene, kinoprene, and methoprene, or fenoxycarb, or pyriproxyfen.

[0316] (8) Other nonspecific (multi-site) inhibitors, such as alkyl halides, e.g., methyl bromide and other alkyl halides, or chloropicrin, or sulfuryl fluoride, or borax, or tartar emetic, or methyl isocyanate generators, e.g., diazomet and metam.

[0317] (9) Chordotonal organ modulators such as, for example, pymetrozine or flonicamide.

[0318] (10) Mite growth inhibitors such as, for example, clofentezine, hexythiazox, and diflobidazine, or etoxazole.

[0319] (11) Microbial-derived insect midgut membrane disrupting agents, such as Bacillus thuringiensis ssp. israelensis, Bacillus sphaericus, Bacillus thuringiensis ssp. aizawai, Bacillus thuringiensis ssp. kurstaki, and Bacillus thuringiensis ssp. tenebrionis. tenebrionis), and Bacillus thuringiensis plant proteins (Cry1Ab, Cry1Ac, Cry1Fa, Cry1A.105, Cry2Ab, Vip3A, mCry3A, Cry3Ab, Cry3Bb, Cry34Ab1 / 35Ab1), etc.

[0320] (12) Mitochondrial ATP synthase inhibitors, for example, ATP disrupting agents such as diafenthiuron, or organotin compounds, for example, azocyclotin, cyhexatin, and fenbutatin oxide, or propargite, or tetradifon.

[0321] (13) Oxidative phosphorylation uncouplers, such as chlorfenapyr, DNOC, and sulfluramide, due to disruption of the proton gradient.

[0322] (14) Nicotinic acetylcholine receptor channel blockers, such as bensultap, cartap hydrochloride, thiocyclam, and thiosultap sodium salt.

[0323] (15) Chitin biosynthesis inhibitors, type O, such as bistrifluron, chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron, and triflumuron.

[0324] (16) Chitin biosynthesis inhibitors, type 1, such as buprofezin.

[0325] (17) Molting disruptors (especially Diptera, i.e., Diptera), such as cyromazine.

[0326] (18) Ecdysone receptor agonists, such as chromafenozide, halofenozide, methoxyfenozide, and tebufenozide.

[0327] (19) Octopamine receptor agonists, such as amitraz.

[0328] (20) Mitochondrial electron transport chain complex III inhibitors, such as hydramethylnon, acequinocyl, or fluacrypyrim.

[0329] (21) Mitochondrial electron transport chain complex I inhibitors, such as those from the group of METI acaricides, such as fenazaquin, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad, and tolfenpyrad, or rotenone (Derris).

[0330] (22) Voltage-gated sodium channel blockers, such as indoxacarb or metaflumizone.

[0331] (23) Acetyl-CoA carboxylase inhibitors, such as tetronic acid and tetramic acid derivatives, for example, spirodiclofen, spiromesifen, spirotetramat.

[0332] (24) Mitochondrial electron transport chain complex IV inhibitors, for example, phosphines, such as aluminum phosphide, calcium phosphide, phosphine, and zinc phosphide, or cyanides, such as calcium cyanide, potassium cyanide, and sodium cyanide.

[0333] (25) Mitochondrial electron transport chain complex II inhibitors, such as β-ketonitrile derivatives, cyenopyrafen and cyflumetofen, and carboxanilides, such as piflubumid.

[0334] (28) Ryanodine receptor modulators, for example, diamides, such as chlorantraniliprole, cyantraniliprole, and flubendiamide, further active compounds, such as afidopyropen, afoxolaner, azadirachtin, benclothiaz, benzoximate, bifenazate, broflanilide, bromopropylate (Br omopropylate, Chinomethionat, Chloroprallethrin, Cryolite, Cyclaniliprole, Cycloxaprid, Cyhalodiamide, Dichloromezotiaz, Dicofol, ε-Metofluthrin, ε-Monfluthrin ), Flometoquin, Fluazaindolizine, (Fluensulfone), Flufenerim, Flufenoxystrobin, Flufiprole, Fluhexafon, Fluopyram, Fluralaner, Fluxametamide, Fufenozide, Guadipyr pyr), heptafluthrin, imidaclothiz, iprodione, kappa-bifenthrin, kappa-tefluthrin, lotilaner, meperfluthrin, paichongding, pyridalyl, pyrifluquinazon, pyriminostrobin,Spirodiclofen, Tetramethylfluthrin, Tetraniliprole, Tetrachlorantraniliprole, Tigolaner, Tioxazafen, Thiofluoximate, Triflumezopyrim, and Iodomethane, Bacillus firmus (I-1582, BioNeem, Further formulations based on Votivo, as well as the following compounds: 1-{2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl}-3-(trifluoromethyl)-1H-1,2,4-triazol-5-amine (known from WO 2006 / 043635) (CAS number 885026-50-6), {1'-[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl]-5-fluorospiro[indole-3,4'-piperidine]-1(2H)-yl}(2-chloropyridin-4-yl)methanone (known from WO 2003 / 106457) (CAS number 637360-23-7), 2-chloro-N-[2-{1-[(2E)-3-(4- {chlorophenyl)prop-2-en-1-yl]piperidin-4-yl}-4-(trifluoromethyl)phenyl]isonicotinamide (known from WO 2006 / 003494) (CAS number 872999-66-1), 3-(4-chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-en-2-one (known from WO 2010052161) (CAS number 1225292-17-0), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-ylethyl carbonate (known from EP 2647626) (CAS number 1440516-42-6),4-(but-2-yn-1-yloxy)-6-(3,5-dimethylpiperidin-1-yl)-5-fluoropyrimidine (known in WO 2004 / 099160) (CAS number 792914-58-0), PF1364 (known in JP 2010 / 018586 A) (CAS number 1204776-60-2), N-[(2E)-1-[(6-chloropyridin-3-yl)methyl]pyridin-2(1H)-ylidene]-2,2,2-trifluoroacetamide (WO 2012 / 029672 A), No. 1363400-41-2), (3E)-3-[1-[(6-chloro-3-pyridyl)methyl]-2-pyridylidene]-1,1,1-trifluoro-propan-2-one (known from WO 2013 / 144213) (CAS No. 1461743-15-6), N-[3-(benzylcarbamoyl)-4-chlorophenyl]-1-methyl-3-(pentafluoroethyl)-4-(trifluoromethyl)-1H-pyrazole-5-carboxamide (known from WO 2010 / 051926) (CAS No. 1461743-15-6), (known) (CAS number 1226889-14-0), 5-bromo-4-chloro-N-[4-chloro-2-methyl-6-(methylcarbamoyl)phenyl]-2-(3-chloro-2-pyridyl)pyrazole-3-carboxamide (known from Chinese Patent Application Publication No. 103232431) (CAS number 1449220-44-3), 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(cis-1-oxido-3-thietanyl)-benzamide 4-[5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(trans-1-oxido-3-thietanyl)-benzamide and 4-[(5S)-5-(3,5-dichlorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isoxazolyl]-2-methyl-N-(cis-1-oxido-3-thietanyl)benzamide (known from WO 2013 / 050317(A1)) (CAS number 1332628-83-7),N-[3-chloro-1-(3-pyridinyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl]-propanamide, (+)-N-[3-chloro-1-(3-pyridinyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl]-propanamide, and (-)-N-[3-chloro-1-(3-pyridinyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3-trifluoropropyl)sulfinyl]-propanamide )sulfinyl]-propanamide (known from WO 2013 / 162715(A2), WO 2013 / 162716(A2), and U.S. Patent Application Publication No. 2014 / 0213448(A1)) (CAS number 1477923-37-7), 5-[[(2E)-3-chloro-2-propen-1-yl]amino]-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carbonitrile (China Patent Application Publication No. 101337 937(A)) (CAS number 1105672-77-2), 3-bromo-N-[4-chloro-2-methyl-6-[(methylamino)thioxomethyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide, (known from Liudaibenjiaxuanan, China Patent Application Publication No. 103109816(A)) (CAS number 1232543-85-9); N-[4-chloro-2-[[(1,1-dimethylethyl)amino]carbonyl]-6-methylphenyl]-1- (3-chloro-2-pyridinyl)-3-(fluoromethoxy)-1H-pyrazole-5-carboxamide (known from WO 2012 / 034403(A1)) (CAS number 1268277-22-0), N-[2-(5-amino-1,3,4-thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide (known from WO 2011 / 085575(A1)) (CAS number 1233882-22-8),4-[3-[2,6-dichloro-4-[(3,3-dichloro-2-propen-1-yl)oxy]phenoxy]propoxy]-2-methoxy-6-(trifluoromethyl)-pyrimidine (known from Chinese Patent Application Publication No. 101337940(A)) (CAS No. 1108184-52-6); (2E)- and 2(Z)-2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl)phenyl]ethylidene]-N-[4-(difluoromethoxy)phenyl]-hydrazinecarboxamide (known from Chinese Patent Application Publication No. 101715774(A)) (CAS No. 1232543-85-9; 3-(2,2-dichloroethenyl)-2,2-dimethyl-4-(1H-benzimidazol-2-yl)phenyl-cyclopropanecarboxylic acid ester (known from Chinese Patent Application Publication No. 103524422(A)) (CAS No. 1542271-46-4); (4aS)-7-chloro-2,5-dihydro-2-[[(methoxycarbonyl)[4-[(trifluoromethyl)thio]phenyl]amino]carbonyl]-indene[1,2-e][1,3,4]oxadiazine-4a(3H)-carboxylic acid methyl ester (China Patent Application Publication No. 102391261(A)) (CAS number 1370358-69-2); 6-deoxy-3-O-ethyl-2,4-di-O-methyl-,1-[N-[4-[1-[4-(1,1,2,2,2-pentafluoroethoxy)phenyl]-1H-1,2,4-triazol-3-yl]phenyl]carbamate]-α-L-mannopyranose (known from U.S. Patent Application Publication No. 2014 / 0275503(A1)) (CAS number 1181213-14-8); 8-( 2-Cyclopropylmethoxy-4-trifluoromethyl-phenoxy)-3-(6-trifluoromethyl-pyridazin-3-yl)-3-aza-bicyclo[3.2.1]octane (CAS number 1253850-56-4), (8-anti)-8-(2-cyclopropylmethoxy-4-trifluoromethyl-phenoxy)-3-(6-trifluoromethyl-pyridazin-3-yl)-3-aza-bicyclo[3.2.1]octane (CAS number 933798-27-7),(8-syn)-8-(2-cyclopropylmethoxy-4-trifluoromethyl-phenoxy)-3-(6-trifluoromethyl-pyridazin-3-yl)-3-aza-bicyclo[3.2.1]octane (known from WO 2007 / 040280(A1) and WO 2007040282(A1)) (CAS number 934001-66-8), N-[3-chloro-1-(3-pyridinyl)-1H-pyrazol-4-yl]-N-ethyl-3-[(3,3,3 -trifluoropropyl)thio]-propanamide (known from WO 2015 / 058021(A1) and WO 2015 / 058028(A1) (CAS number 1477919-27-9) and N-[4-(aminothioxomethyl)-2-methyl-6-[(methylamino)carbonyl]phenyl]-3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide (known from Chinese Patent Application Publication No. 103265527(A), ) (CAS number 1452877-50-7), 5-(1,3-dioxan-2-yl)-4-[[4-(trifluoromethyl)phenyl]methoxy]-pyrimidine (known from WO 2013 / 115391(A1)) (CAS number 1449021-97-9), 3-(4-chloro-2,6-dimethylphenyl)-4-hydroxy-8-methoxy-1-methyl-1,8-diazaspiro[4.5]dec-3-en-2-one (known from WO 2010 / 066780(A1), WO 2011 / 151146(A1)) 1)) (CAS number 1229023-34-0), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-1-methyl-1,8-diazaspiro[4.5]decane-2,4-dione (known from WO 2014 / 187846(A1)) (CAS number 1638765-58-8), 3-(4-chloro-2,6-dimethylphenyl)-8-methoxy-1-methyl-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl-carboxylic acid ethyl ester (known from WO 2010 / 066 780(A1), WO 2011151146(A1)) (CAS number 1229023-00-0), N-[1-[(6-chloro-3-pyridinyl)methyl]-2(1H)-pyridinylidene]-2,2,2-trifluoro-acetamide (German Patent Application Publication No. 3639877(A1), WO 2012029672(A1)) (CAS number 1363400-41-2), [N(E)]-N-[1-[(6-chloro-3-pyridinyl)methyl]-2(1H)-pyridinylidene]-2, 2,2-Trifluoro-acetamide (known from WO 2016005276(A1)) (CAS number 1689566-03-7), [N(Z)]-N-[1-[(6-chloro-3-pyridinyl)methyl]-2(1H)-pyridinylidene]-2,2,2-trifluoro-acetamide, (CAS number 1702305-40-5), 3-endo-3-[2-propoxy-4-(trifluoromethyl)phenoxy]-9-[[5-(trifluoromethyl)-2-pyridinyl]oxy]-9-azabicyclo[3.3.1] Nonane (known from WO 2011 / 105506(A1) and WO 2016 / 133011(A1)) (CAS number 1332838-17-1).

[0335] Examples of herbicides that can be mixed with the compounds of formula (I) and compositions of the present invention are: Acetochlor, acifluorfen, acifluorfen sodium, aclonifen, alachlor, allidochlor, alloxydim, alloxydim sodium, ametryn, amicarbazone, amidochlor, amidosulfuron, 4-amino-3-chloro-5-fluoro-6-(7-fluoro-1H-indol-6-yl)pyridine-2-carboxylic acid, aminocyclopyrachlor, aminocyclopyrachlor-potassium, aminocyclopyrachlor-methyl, aminopyralid, amitrole, ammonium sulfamate, anilofos, asulam, ametryn Thorazine, azafenidine, azimsulfuron, beflubutamid, benazolin, benazolin-ethyl, benfluralin, benfuresate, bensulfuron, bensulfuron-methyl, benzlide, bentazon, benzobicyclon, benzofenap, bicyclopyrone, bifenox, bilanaphos, bilanaphos-sodium, bispyribac, bispyribac-sodium, bixlozone, bromacil, bromobutide, bromofenoxime, bromoxynil, bromoxynil-butyrate, -potassium, -heptanoate, and -octanoate methylpropional, butafenacil, butamifos, butenachlor, butralin, butroxydim, butyrate, cafenstrole, carbetamide, carfentrazone, carfentrazone-ethyl, chloramben, chlorbromuron, 1-{2-chloro-3-[(3-cyclopropyl-5-hydroxy-1-methyl-1H-pyrazol-4-yl)carbonyl]-6-(trifluoromethyl)phenyl}piperidin-2-one, 4-{2-chloro-3-[(3,5-dimethyl-1H-pyrazol-1-yl)methyl]-4-(methyl 2-[2-chloro-4-(methylsulfonyl)-3-(morpholin-4-ylmethyl)benzoyl]-3-hydroxycyclohex-2-en-1-one, 4-{2-chloro-4-(methylsulfonyl)benzoyl}-1,3-dimethyl-1H-pyrazol-5-yl-1,3-dimethyl-1H-pyrazole-4-carboxylate, chlorfenac, chlorfenac sodium, chlorfenprop, chlorflurenol, chlorflurenol methyl, chloridazon, chlorimuron, chlorimuron ethyl, 2-[2-chloro-4-(methylsulfonyl)-3-(morpholin-4-ylmethyl)benzoyl]-3-hydroxycyclohex-2-en-1-one, 4-{2-chloro-4-(methylsulfonyl)-3-[(2,2,2-trifluoroethoxy)methyl]benzoyl}-1-ethyl-1H-pyrazol-5-yl-1,3-dimethyl-1H-pyrazole-4-carboxylate, chlorophthalim, chlorotoluron, chlorthal-dimethyl, 3-[5-chloro-4-(trifluoromethyl)pyridin-2-yl]-4-hydroxy-1-methylimidazolidin-2-one, chlorsulfuron, cinidon, cinidon-ethyl, cinmethylin, cinosulfuron, clasifos, clethodim, clodinafop, clodinafop- Propargyl, clomazone, clomeprop, clopyralid, cloransulam, cloransulam-methyl, cumyluron, cyanamide, cyanazine, cycloate, cyclopyranyl, cyclopyrimorate, cyclosulfamuron, cycloxydim, cyhalofop, cyhalofop-butyl, cyprazine, 2,4-D, 2,4-D-butotyl, -butyl, -dimethylammonium, -diolamine, -ethyl, 2-ethylhexyl, -isobutyl, -isooctyl, -isopropylammonium, -potassium , -triisopropanolammonium and -trolamine, 2,4-DB, 2,4-DB-butyl, -dimethylammonium, isooctyl, -potassium and -sodium, daimuron, dalapon, dazomet, n-decanol, desmedipham, detosyl-pyrazolate (DTP), dicamba, dichlobenil, dichlorprop, dichlorprop-P, diclofop, diclofop-methyl, diclofop-P-methyl, diclosulam, difenzoquat, Diflufenican, diflufenzopyr, diflufenzopyr-sodium, dimefron, dimepiperate, dimethachlor, dimethamethrin, dimethenamid, dimethenamid-P, 3-(2,6-dimethylphenyl)-6-[(2-hydroxy-6-oxocyclohex-1-en-1-yl)carbonyl]-1-methylquinazoline-2,4(1H,3H)-dione, 1,3-dimethyl-4-[2-(methylsulfonyl)-4-(trifluoromethyl)benzoyl]-1H-pyrazol-5-yl-1,3-Dimethyl-1H-pyrazole-4-carboxylate, dimetrasulfuron, dinitramine, dinoterb, diphenamide, diquat, diquat-dibromide, dithiopyr, diuron, DMPA, DNOC, endothall, EPTC, esprocarb, ethalfluralin, ethametsulfuron, ethametsulfuron-methyl, ethiozin, ethofumesate, ethoxyfen, ethoxyfen-ethyl, ethoxysulfuron, etobenzanide, ethyl-[(3-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)amino]phenyl]propanol] N-{2-chloro-4-fluoro-5-[4-(3-fluoropropyl)-5-oxo-4,5-dihydro-1H-tetrazol-1yl]-phenyl}ethanesulfonamide; F-7967, i.e., 3-[7-chloro-5-fluoro-2-(trifluoromethyl)-1H-benzimidazol-4-yl]-1-methyl-6-(trifluoromethyl)pyrimidine-2,4(1H,3H)-dione, fenoxaprop, fenoxaprop-P, fenoxaprop-ethyl, fenoxaprop-P-ethyl, fenoxasulfone, fenquinotrione, fentrazamide, flamprop, flamprop-M-isopropyl, flamprop-M-methyl, f...

Claims

1. Formula (I): 【Chemistry 1】 (In the formula, T is oxygen (O), n is 1, m is 0 or 1; R １ is hydrogen, cyano, C １ -C ４ -Alkyl, C １ -C ４ -alkoxy, or -C(=O)R １０ and R １０ is C １ -C ４ - alkyl, R ２ and R ３ are independently hydrogen or C １ -C ４ - alkyl, R ４ and R ５ are independently hydrogen, fluoro, or chloro; R ６ is phenyl, 2,3-dihydrobenzofuranyl, 1,3-benzodioxolyl, 2,3-dihydro-1,4-benzodioxinyl, furanyl, pyrazolyl, thienyl, pyridinyl, pyrimidinyl, indolyl, benzimidazolyl, benzothienyl, or benzyloxy; Phenyl, 2,3-dihydrobenzofuranyl, 1,3-benzodioxolyl, 2,3-dihydro-1,4-benzodioxinyl, furanyl, pyrazolyl, thienyl, pyridinyl, pyrimidinyl, indolyl, benzimidazolyl, benzothienyl, and benzyloxy optionally have 1 to 3 R ６Ｓ is substituted with a substituent, R ６Ｓ are independently halogen, cyano, C １ -C ４ -Alkyl, C １ -C ４ -haloalkyl, C １ -C ４ -alkoxy, C １ -C ４ -haloalkoxy, C ２ -C ４ -alkenyl, C ２ -C ４ -alkynyl, C ３ -C ６ -cycloalkyl, phenyl, pyrazolyl, pyridinyl, -C(=O)R １６ , or -C(=O)(OR １７ ) where Said C １ -C ４ -Alkyl and C ２ -C ４ -Alkynyl is hydroxyl, C １ -C ４ -alkoxy, and -Si(C １ -C ４ -alkyl) ３ and optionally further substituted with 1 or 2 substituents independently selected from the group consisting of: and Said C ３ -C ６ Cycloalkyl, phenyl, pyrazolyl, and pyridinyl are fluoro, chloro, C １ -C ４ -alkyl, and C １ -C ４ -haloalkyl; R １６ is C １ -C ４ - alkyl, R １７ is hydrogen or C １ -C ４ - alkyl, R ７ is hydrogen, halogen, cyano, C １ -C ４ -Alkyl, C １ -C ４ -haloalkyl, C １ -C ４ -hydroxyalkyl, C １ -C ４ - alkylcarbonyl, C １ -C ４ -alkoxy, C ２ -C ４ -alkenyl, C ２ -C ４ -alkynyl, C ３ -C ６ -cycloalkyl, imidazolyl, pyrazolyl, pyridinyl, oxetanyl, tetrahydrofuranyl, pyrrolidinyl, piperidinyl, -N(R ２０ ) ２ , -C(=NR ２１ ) R ２２ , or -C(=O)(OR ２５ ) where C １ -C ４ -Alkyl, C １ -C ４ -haloalkyl, C １ -C ４ -hydroxyalkyl, C １ -C ４ - alkylcarbonyl, C １ -C ４ -alkoxy, C ２ -C ４ -alkenyl, and C ２ -C ４ -alkynyl optionally has one or two R ７Ｓａ is substituted with a substituent, C ３ -C ６ Cycloalkyl, imidazolyl, pyrazolyl, pyridinyl, oxetanyl, pyrrolidinyl, and piperidinyl optionally have one or two R ７Ｓｃ is substituted with a substituent, R ７Ｓａ is independently C １ -C ４ -alkoxy, -Si(C １ -C ４ -alkyl) ３ or phenyl, R ７Ｓｃ are independently halogen or C １ -C ４ - alkyl, and R ２０ is hydrogen, C １ -C ４ - alkyl, or C ３ -C ６ -cycloalkyl, R ２１ is C １ -C ４ -Alkyl or C １ -C ４ -alkoxy, R ２２ is hydrogen or C １ -C ４ - alkyl, R ２５ is hydrogen or C １ -C ４ - alkyl, R ８ is hydrogen, halogen, C １ -C ４ -Alkyl, C １ -C ４ -haloalkyl, C １ -C ４ -alkoxy, C ２ -C ４ -alkenyl, C ２ -C ４ -alkynyl, C １ -C ４ - alkylsulfanyl, C ３ -C ６ -cycloalkyl, phenyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, pyrazolyl, imidazolyl, thiazolyl, pyridinyl, phenoxy, or -N(R ３０ ) ２ And, Said C ３ -C ６ Cycloalkyl, phenyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, pyrazolyl, imidazolyl, thiazolyl, pyridinyl, and phenoxy optionally have one or two R ８Ｓｃ is substituted with a substituent, R ８Ｓｃ is a halogen or C １ -C ４ - alkyl; R ３０ are independently hydrogen or C １ -C ４ - alkyl, R ９ is hydrogen, fluoro, or chloro; Q is phenyl, naphthyl, indanyl, 1,3-benzodioxolyl, 4a,5,6,7-tetrahydropyrrolo[1,2-b]pyridazinyl, thienyl, pyridinyl, or quinolinyl; Phenyl may have 1 to 3 substituents Q Ｓ is replaced by and Naphthyl, indanyl, 1,3-benzodioxolyl, 4a,5,6,7-tetrahydropyrrolo[1,2-b]pyridazinyl, thienyl, pyridinyl, and quinolinyl optionally contain 1 to 3 substituents Q Ｓ is replaced by Q Ｓ is halogen, cyano, nitro, formyl, C １ -C ４ -Alkyl, C １ -C ４ -haloalkyl, C １ -C ４ - alkylcarbonyl, C １ -C ４ -alkoxy, C １ -C ４ -haloalkoxy, C １ -C ４ -alkoxycarbonyl, C ２ -C ４ -alkenyl, C ２ -C ４ -alkynyl, C １ -C ４ - alkylsulfanyl, C ３ -C ６ -cycloalkyl, oxetanyl, phenyl, pyrazolyl, pyridinyl and -N(R ４３ ) ２ are independently selected from the group consisting of Said C １ -C ４ -Alkyl and C １ -C ４ -alkoxy is hydroxyl, C １ -C ４ -alkoxy, and C １ -C ４ - optionally substituted with 1 or 2 substituents independently selected from the group consisting of: -alkoxycarbonyl; Said C ３ -C ６ - cycloalkyl, phenyl, pyrazolyl, and pyridinyl are substituted with halogen and C １ -C ４ - optionally substituted with 1 or 2 substituents independently selected from the group consisting of alkyl; and R ４３ are independently hydrogen or C １ -C ４ - alkyl) or a salt, N-oxide, or solvate thereof.

2. R ６ is phenyl, 1,3-benzodioxol-5-yl, 2,3-dihydro-1,4-benzodioxin-6-yl, furan-2-yl, thien-2-yl, thien-3-yl, pyrazol-1-yl, pyrimidin-2-yl, pyrimidin-5-yl, indol-3-yl, indol-4-yl, indol-5-yl, or benzyloxy; Phenyl, 1,3-benzodioxol-5-yl, 2,3-dihydro-1,4-benzodioxin-6-yl, furan-2-yl, thien-2-yl, thien-3-yl, pyrazol-1-yl, pyrimidin-2-yl, pyrimidin-5-yl, indol-3-yl, indol-4-yl, indol-5-yl, and benzyloxy are substituted with halogen, cyano, C １ -C ４ -Alkyl, C １ -C ４ -haloalkyl, C １ -C ４ -alkoxy, C １ -C ４ -haloalkoxy, C ２ -C4-alkenyl, C ２ -C4-alkynyl, C ３ -C ６ -cycloalkyl, phenyl, pyrazolyl, pyridinyl, -C(=O)R １６ , and —C(═O)(OR １７ ) one or two R independently selected from the group consisting of ６Ｓ optionally substituted with Said C ３ -C ６ Cycloalkyl, phenyl, pyrazolyl, imidazolyl, and pyridinyl are fluoro, chloro, C １ -C ４ -alkyl, and C １ -C ４ -haloalkyl; and R １６ is C １ -C ４ - alkyl, R １７ is hydrogen or C １ -C ４ 2. The compound of formula (I) according to claim 1, wherein: - alkyl.

3. R ７ is chloro, iodo, C １ -C ４ -Alkyl, C １ -C ４ -haloalkyl, C ２ -C ４ -alkenyl, C ２ -C ４ -alkynyl, C ３ -C ６ -cycloalkyl, or -C(=NR ２１ ) R ２２ and R ２１ is C １ -C ４ -Alkyl or C １ -C ４ -alkoxy, R ２２ is C １ -C ４ - alkyl, R ８ is hydrogen, halogen, or C １ -C ４ 3. The compound of formula (I) according to claim 1 or 2, wherein: - alkyl.

4. Q is phenyl, naphthyl, benzodioxolyl, pyridinyl, or thienyl; Phenyl may have 1 to 3 substituents Q ｓ is replaced by and Naphthyl, benzodioxolyl, pyridinyl, and thienyl may have 1 to 3 substituents Q ｓ is replaced by Q Ｓ is halogen, cyano, nitro, formyl, C １ -C ４ -Alkyl, C １ -C ４ -haloalkyl, C １ -C ４ - alkylcarbonyl, C １ -C ４ -alkoxy, C １ -C ４ -haloalkoxy, C ２ -C ４ -alkynyl, and C ３ -C ６ -cycloalkyl, wherein said C ３ -C ６ A compound of formula (I) according to any one of claims 1 to 3, wherein cycloalkyl is further optionally substituted with one or two substituents independently selected from the group consisting of fluoro or methyl.

5. Q is phenyl; The phenyl may be selected from halogen, cyano, nitro, formyl, C １ -C ４ -Alkyl, C １ -C ４ -haloalkyl, C １ -C ４ - alkylcarbonyl, C １ -C ４ -alkoxy, C １ -C ４ -haloalkoxy, C ２ -C ４ -alkenyl, C ２ -C ４ - 1 or 2 substituents Q independently selected from the group consisting of alkynyl, cyclopropyl and cyclobutyl Ｓ is replaced by said cyclopropyl and cyclobutyl are further optionally substituted with one or two substituents independently selected from the group consisting of fluoro or methyl; A compound of formula (I) according to any one of claims 1 to 4.

6. A composition for controlling phytopathogenic harmful fungi, comprising at least one compound of formula (I) according to any one of claims 1 to 5 and at least one carrier and / or surfactant.

7. 10. A method for controlling harmful microorganisms in crop protection and material protection, characterized in that at least one compound of formula (I) according to any one of claims 1 to 5 and / or a composition according to claim 6 is applied to the harmful microorganisms and / or their habitat.

8. Use of compounds of formula (I) according to any one of claims 1 to 5 for controlling harmful microorganisms in crop protection and material protection.

9. Formula (I-a): 【Chemistry 2】 (In the formula, m, n, R １ , R ２ , R ３ , R ４ , R ５ , R ６ , R ７ , R ８ , R ９ and Q is defined in any one of claims 1 to 5. or a salt thereof, comprising: Formula (1): 【Transformation 3】 (In the formula, R ７ , R ８ , R ９ and Q is defined in any one of claims 1 to 5, U １ is hydroxyl, halogen, or C １ -C ６ -alkoxy) Formula (2): 【Chemistry 4】 (In the formula, m, n, R １ , R ２ , R ３ , R ４ , R ５ , and R ６ is defined in any one of claims 1 to 5) with an amine of

10. Formula (I-a-1): 【Transformation 5】 (In the formula, m, n, R ２ , R ３ , R ４ , R ５ , R ６ , R ９ and Q is defined in any of claims 1 to 5, and R １ is hydrogen, hydroxyl, cyano, C １ -C ６ - alkyl, or C １ -C ６ -alkoxy, R ７ is hydrogen, halogen, C １ -C ６ -Alkyl, C １ -C ６ -haloalkyl, C １ -C ６ -alkoxy, or C １ -C ６ -haloalkoxy, R ８ is hydrogen, halogen, or C １ -C ６ -alkyl), comprising the steps of: Formula (3): 【Transformation 6】 (In the formula, m, n, R １ , R ２ , R ３ , R ４ , R ５ , R ６ , R ７ , R ８ , and R ９ is defined in any one of claims 1 to 5, and and X is a halogen) with a compound of formula (4): 【Transformation 7】 wherein Q is defined as in any one of claims 1 to 5, with a compound of formula (I) in the presence of an organic or inorganic base.

11. Formula (3): 【Transformation 8】 (wherein n is 1, m is 1, R １ is hydrogen, R ２ and R ３ is hydrogen, R ４ and R ５ are independently hydrogen or fluorine, R ４ and R ５ At least one of these is not hydrogen, R ６ is phenyl, 2,3-dihydrobenzofuranyl, 1,3-benzodioxolyl, 2,3-dihydro-1,4-benzodioxinyl, furanyl, pyrazolyl, thienyl, pyridinyl, pyrimidinyl, indolyl, phenyloxy, or benzyloxy; Phenyl, 2,3-dihydrobenzofuranyl, 1,3-benzodioxolyl, 2,3-dihydro-1,4-benzodioxinyl, furanyl, pyrazolyl, thienyl, pyridinyl, pyrimidinyl, indolyl, phenyloxy, and benzyloxy are each independently selected from 1 to 3 R ６Ｓ optionally substituted with a substituent; R ６Ｓ are independently halogen, cyano, C １ -C ４ -Alkyl, C １ -C ４ -haloalkyl, C １ -C ４ -alkoxy, C １ -C ４ -haloalkoxy, C ２ -C ６ -alkenyl, C ２ -C ６ -alkynyl, C ３ -C ６ -cycloalkyl, phenyl, pyrazolyl, imidazolyl, pyridinyl, -C(=O)R １６ , or -C(=O)(OR １７ ) where Said C ３ -C ６ Cycloalkyl, phenyl, pyrazolyl, imidazolyl, and pyridinyl are fluoro, chloro, C １ -C ４ -alkyl, and C １ -C ４ -haloalkyl; and R １６ is C １ -C ４ - alkyl, R １７ is hydrogen or C １ -C ４ - alkyl, R ７ is hydrogen, halogen, C １ -C ４ -Alkyl, C １ -C ４ -haloalkyl, C １ -C ４ -hydroxyalkyl, C １ -C ４ - alkylcarbonyl, C １ -C ４ -alkoxy, C ２ -C ４ -alkenyl, C ２ -C ４ -alkynyl, C ３ -C ６ -cycloalkyl, pyridinyl, imidazolyl, pyrazolyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, piperidinyl, -N(R ２０ ) ２ , -C(=NR ２１ ) R ２２ , or -C(=O)(OR ２５ ) where C １ -C ４ -Alkyl, C １ -C ４ -haloalkyl, C １ -C ４ -hydroxyalkyl, C １ -C ４ - alkylcarbonyl, C １ -C ４ -alkoxy, C ２ -C ４ -alkenyl, and C ２ -C ４ -alkynyl optionally has one or two R ７Ｓａ is substituted with a substituent, C ３ -C ６ Cycloalkyl, pyridinyl, imidazolyl, pyrazolyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, and piperidinyl optionally have one or two R ７Ｓｃ is substituted with a substituent, R ２０ is hydrogen, C １ -C ４ - alkyl, or C ３ -C ６ -cycloalkyl, R ２１ is C １ -C ４ -Alkyl or C １ -C ４ -alkoxy, R ２２ is C １ -C ４ - alkyl, R ２５ is hydrogen or C １ -C ４ - alkyl, and R ７Ｓａ is independently C １ -C ４ -alkoxy or phenyl, R ７Ｓｃ are independently halogen or C １ -C ４ - alkyl, R ８ is hydrogen, halogen, C １ -C ４ -Alkyl, C １ -C ４ -alkoxy, C ２ -C ４ -alkenyl, C ２ -C ４ -alkynyl, C １ -C ４ - alkylsulfanyl, C ３ -C ６ -cycloalkyl, phenyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, pyrazolyl, imidazolyl, thiazolyl, pyridinyl, or -N(R ３０ ) ２ And, Said C ３ -C ６ Cycloalkyl, phenyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, pyrazolyl, imidazolyl, thiazolyl, and pyridinyl optionally have one or two R ８Ｓｃ is substituted with a substituent, R ３０ is C １ -C ６ - alkyl, R ８Ｓｃ are independently halogen or C １ -C ４ - alkyl, R ９ is hydrogen or halogen, X is a halogen; Table 1 A compound of formula (3) which is not

12. Formula (1): 【Chemistry 9】 wherein Q is naphthyl, indanyl, 1,3-benzodioxolyl, 4a,5,6,7-tetrahydropyrrolo[1,2-b]pyridazinyl, thienyl, pyridinyl, quinolinyl, or a group of the formula: 【Chemistry 10】 (§ ２ is the bond to the oxygen atom, Q Ｓ１ is hydrogen or halogen, Q Ｓ２ is hydrogen, halogen, cyano, nitro, C １ -C ４ -Alkyl, trifluoromethyl, difluoromethyl, C １ -C ４ - alkylcarbonyl, C １ -C ６ -alkoxy, difluoromethoxy, trifluoromethoxy, C ２ -C ４ -alkynyl, C ３ -C ６ -cycloalkyl, oxiranyl, or oxetanyl, Q Ｓ１ and Q Ｓ２ at least one of which is different from hydrogen, and Naphthyl, indanyl, 1,3-benzodioxolyl, 4a,5,6,7-tetrahydropyrrolo[1,2-b]pyridazinyl, thienyl, pyridinyl, and quinolinyl optionally contain 1 to 3 substituents Q Ｓ is replaced by Q Ｓ is halogen, cyano, nitro, formyl, C １ -C ４ -Alkyl, C １ -C ４ -haloalkyl, C １ -C ４ - alkylcarbonyl, C １ -C ４ -alkoxy, C １ -C ４ -haloalkoxy, C １ -C ４ -alkoxycarbonyl, C ２ -C ４ -alkenyl, C ２ -C ４ -alkynyl, C １ -C ４ - alkylsulfanyl, C ３ -C ６ -cycloalkyl, oxetanyl, phenyl, pyrazolyl, pyridinyl, and -N(R ４３ ) ２ are independently selected from the group consisting of Said C １ -C ４ -Alkyl and C １ -C ４ -alkoxy is hydroxyl, C １ -C ４ -alkoxy, and C １ -C ４ - optionally substituted with 1 or 2 substituents independently selected from the group consisting of: -alkoxycarbonyl; Said C ３ -C ６ - cycloalkyl, phenyl, pyrazolyl, and pyridinyl are substituted with halogen and C １ -C ４ - optionally substituted with 1 or 2 substituents independently selected from the group consisting of alkyl; and R ４３ is hydrogen or C １ -C ４ - alkyl, R ７ is a halogen, C １ -C ４ -Alkyl, C １ -C ４ -haloalkyl, C １ -C ４ -hydroxyalkyl, C １ -C ４ - alkylcarbonyl, C １ -C ４ -alkoxy, C ２ -C ４ -alkenyl, C ２ -C ４ -alkynyl, C ３ -C ６ -cycloalkyl, pyridinyl, imidazolyl, pyrazolyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, piperidinyl, -N(R ２０ ) ２ , -C(=NR ２１ ) R ２２ , or -C(=O)(OR ２５ ) where C １ -C ４ -Alkyl, C １ -C ４ -haloalkyl, C １ -C ４ -hydroxyalkyl, C １ -C ４ - alkylcarbonyl, C １ -C ４ -alkoxy, C ２ -C ４ -alkenyl, and C ２ -C ４ -alkynyl optionally has one or two R ７Ｓａ is substituted with a substituent, C ３ -C ６ Cycloalkyl, pyridinyl, imidazolyl, pyrazolyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, pyrrolidinyl, and piperidinyl optionally have one or two R ７Ｓｃ is substituted with a substituent, R ２０ is hydrogen, C １ -C ４ - alkyl, or C ３ -C ６ -cycloalkyl, R ２１ is C １ -C ４ -Alkyl or C １ -C ４ -alkoxy, R ２２ is C １ -C ４ - alkyl, R ２５ is hydrogen or C １ -C ４ - alkyl, and R ７Ｓａ is independently C １ -C ４ -alkoxy or phenyl, R ７Ｓｃ are independently halogen or C １ -C ４ - alkyl, However, R ７ is not an amino group, R ８ is hydrogen, halogen, C １ -C ４ -Alkyl, C １ -C ４ -alkoxy, C ２ -C ４ -alkenyl, C ２ -C ４ -alkynyl, C １ -C ４ - alkylsulfanyl, C ３ -C ６ -cycloalkyl, phenyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, pyrazolyl, imidazolyl, thiazolyl, pyridinyl, or -N(R ３０ ) ２ And, Said C ３ -C ６ Cycloalkyl, phenyl, oxetanyl, azetidinyl, tetrahydrofuranyl, pyrrolidinyl, pyrazolyl, imidazolyl, thiazolyl, and pyridinyl optionally have one or two R ８Ｓｃ is substituted with a substituent, R ３０ is C １ -C ６ - alkyl, R ８Ｓｃ are independently halogen or C １ -C ４ - alkyl, R ９ is hydrogen or halogen, U １ is hydroxyl, halogen, or C １ -C ６ -alkoxy) Compound.

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