Heteerocyclyl-substituted thiazoles as crop protection agents

Compounds of the formula (I),

• in which the symbols have the following meanings:
• A represents methyl
• or
• A represents unsubstituted or substituted phenyl,
• where the substituents independently of one another are selected from the list below
• cyano, nitro, halogen, C1-C6-alkyl, C1-C3-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C4-C10-cycloalkylalkyl, C4-C10-alkylcycloalkyl, C5-C10-alkylcycloalkylalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, tri(C1-C2-alkyl)silyl, benzyl, phenyl, hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, OCH2OCH3, SH, C1-C4-alkylthio, C1-C6-haloalkylthio, CHO, COOH, (C1-C4-alkoxy)carbonyl, CONR6R7, CR6═NOR7, (C1-C4-alkyl)carbonyl, (C1-C4-haloalkyl)carbonyl, (C1-C4-alkyl)carbonyloxy, (C1-C4-alkyl)carbonylthio, C1-C4-alkylsulphinyl, C1-C4-haloalkylsulphinyl, C1-C4-alkylsulphonyl, C1-C4-haloalkylsulphonyl, NR6R7, NR6COR7, SF5, SO2NR6R7, C2-C4-alkoxyalkyl or 1-methoxycyclopropyl
• or
• A is an optionally benzo-fused unsubstituted or substituted 5- or 6-membered heteroaryl, where the substituents independently of one another are selected from the list below
• Substituents at Carbon:
• cyano, nitro, halogen, C1-C6-alkyl, C1-C3-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl C4-C10-cycloalkylalkyl, C4-C10-alkylcycloalkyl, C5-C10-alkylcycloalkylalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, tri(C1-C2-alkyl)silyl, benzyl, phenyl, hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, OCH2OCH3, SH, C1-C4-alkylthio, C1-C6-haloalkylthio, CHO, COOH, (C1-C4-alkoxy)carbonyl, CONR6R7, CR6═NOR7, (C1-C4-alkyl)carbonyl, (C1-C4-haloalkyl)carbonyl, (C1-C4-alkyl)carbonyloxy, (C1-C4-alkyl)carbonylthio, C1-C4-alkylsulphinyl, C1-C4-haloalkylsulphinyl, C1-C4-alkylsulphonyl, C1-C4-haloalkylsulphonyl, NR6R7, NR6COR7, SF5, SO2NR6R7, C2-C4-alkoxyalkyl or 1-methoxycyclopropyl
• Substituents at Nitrogen:
• hydroxyl, NR6R7, C1-C6-alkyl, C1-C3-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C4-C10-alkylcycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, or C2-C6-haloalkynyl
• L1 represents (C(R1)2)n
• where n=0 to 3
• R1 are identical or different and independently of one another represent hydrogen, halogen, C1-C2-alkyl, C1-C2-haloalkyl or cyano,
• with the provision that L1 may contain at most two R1 different from hydrogen
• Y represents sulphur or oxygen,
• W represents an unsubstituted or monosubstituted C1- to C3-carbon chain, where the substituent is selected from the group consisting of oxo, hydroxyl, cyano and C1-C4-alkyl
• X represents an unsubstituted or monosubstituted C1- to C2-carbon chain, where the substituent is selected from the group consisting of oxo, hydroxyl, cyano and C1-C4-alkyl
• R2 represents hydrogen, C1-C2-alkyl, C1-C2-haloalkyl or halogen
• L2 represents —C(R8)2—C(R8)2— or —CR9═CR9— or —C≡C—
• L3 represents a direct bond
• or
• L3 represents a C1- to C4-carbon chain which may contain up to two substituents, where the substituents independently of one another are selected from the list below:
• halogen, C1-C2-alkyl, C1-C2-alkoxy, C1-C2-haloalkyl or C3-C6-cycloalkyl
• R3 represents methyl, C1-C2-haloalkyl, —CH═CH2, —C≡CH, or unsubstituted or monosubstituted C3-C10-cycloalkyl, where the substituent is selected from the list below:
• cyano, halogen, C1-C6-alkyl, C1-C3-haloalkyl, C3-C6-cycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, tri(C1-C2-alkyl)silyl, phenyl, hydroxyl, oxo, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C1-C6-alkylthio or C1-C6-haloalkylthio,
• or
• R3 represents unsubstituted or substituted phenyl,
• where the substituents independently of one another are selected from the list below:
• cyano, nitro, halogen, C1-C6-alkyl, C1-C3-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C4-C10-cycloalkylalkyl, C4-C10-halocycloalkylalkyl, C4-C10-alkylcycloalkyl, C5-C10-alkylcycloalkylalkyl, C4-C10-cycloalkoxyalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C3-C8-cycloalkenyl, C3-C8-halocycloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, C2-C6-alkoxyalkyl, C2-C6-haloalkoxyalkyl, C3-C8-alkoxyalkoxyalkyl, tri(C1-C2-alkyl)silyl, benzyl, phenyl, hydroxyl, C1-C6-alkoxy, C2-C6-alkoxyalkoxy, C1-C6-haloalkoxy, C2-C6-alkenyloxy, C2-C6-haloalkenyloxy, C2-C6-alkynyloxy, C2-C6-haloalkynyloxy, C3-C6-cycloalkoxy, C3-C6-cycloalkyloxy, C3-C6-halocycloalkoxy, C4-C10-cycloalkylalkyloxy, NR6R7, SH, SF5, C1-C6-alkylthio, C1-C6-haloalkylthio, C2-C6-alkylalkylthio, C3-C6-cycloalkylthio, CHO, COOH, (C1-C6-alkoxy)carbonyl, CONR6R7, CR6═NOR7, (C1-C6-alkyl)carbonyl, (C1-C6-haloalkyl)carbonyl, (C1-C6-alkyl)carbonyloxy, (C1-C6-haloalkyl)carbonyloxy, (C1-C6-alkyl)carbonylthio, C1-C6-alkylsulphinyl, C1-C6-haloalkylsulphinyl, C1-C6-alkylsulphonyl, C1-C6-haloalkylsulphonyl, NR6COR7 or SO2NR6R7
• or
• R3 represents saturated or partially or fully unsaturated naphthyl or indenyl,
• which may contain up to two substituents, where the substituents independently of one another are selected from the list below:
• cyano, halogen, C1-C6-alkyl, C1-C3-haloalkyl, C3-C6-cycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, tri(C1-C2-alkyl)silyl, phenyl, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C1-C6-alkylthio or C1-C6-haloalkylthio,
• or
• R3 represents an unsubstituted or substituted 5- or 6-membered heteroaryl radical,
• where the substituents independently of one another are selected from the list below:
• substituents at carbon:
• cyano, nitro, halogen, C1-C6-alkyl, C1-C3-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl C4-C10-cycloalkylalkyl, C4-C10-alkylcycloalkyl, C5-C10-alkylcycloalkylalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, tri(C1-C2-alkyl)silyl, benzyl, phenyl, hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, OCH2OCH3, SH, C1-C4-alkylthio, C1-C6-haloalkylthio, COOH, (C1-C4-alkoxy)carbonyl, CONR6R7, (C1-C4-alkyl)carbonyl, (C1-C4-haloalkyl)carbonyl, (C1-C4-alkyl)carbonyloxy, (C1-C4-alkyl)carbonylthio, C1-C4-alkylsulphinyl, C1-C4-haloalkylsulphinyl, C1-C4-alkylsulphonyl, C1-C4-haloalkylsulphonyl, NR6R7, NR6COR7, SF5, SO2NR6R7, C2-C4-alkoxyalkyl or 1-methoxycyclopropyl
• substituents at nitrogen:
• hydroxyl, C1-C6-alkyl, C1-C3-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C4-C10-alkylcycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl or phenyl
• or
• R3 represents benzo-fused unsubstituted or substituted 5- or 6-membered heteroaryl which may contain up to two substituents, where the substituents independently of one another are selected from the list below:
• substituents at carbon:
• cyano, nitro, halogen, C1-C6-alkyl, C1-C3-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl C4-C10-cycloalkylalkyl, C4-C10-alkylcycloalkyl, C5-C10-alkylcycloalkylalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, tri(C1-C2-alkyl)silyl, benzyl, phenyl, hydroxyl, C1-C4-alkoxy, C1-C4-haloalkoxy, OCH2OCH3, SH, C1-C4-alkylthio, C1-C6-haloalkylthio, COOH, (C1-C4-alkoxy)carbonyl, CONR6R7, (C1-C4-alkyl)carbonyl, (C1-C4-haloalkyl)carbonyl, (C1-C4-alkyl)carbonyloxy, (C1-C4-alkyl)carbonylthio, C1-C4-alkylsulphinyl, C1-C4-haloalkylsulphinyl, C1-C4-alkylsulphonyl, C1-C4-haloalkylsulphonyl, NR6R7, NR6COR7, SF5, SO2NR6R7, C2-C4-alkoxyalkyl or 1-methoxycyclopropyl
• substituents at nitrogen:
• C1-C6-alkyl, C1-C3-haloalkyl, C3-C6-cycloalkyl, C3-C6-halocycloalkyl, C4-C10-alkylcycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl or phenyl
• or
• R3 is an unsubstituted or monosubstituted 5- to 15-membered heterocyclyl radical which is attached via a carbon atom and which may contain up to two further heteroatoms selected from the group consisting of nitrogen, oxygen and sulphur, where the substituent is selected from the list below:
• substituents at carbon:
• cyano, halogen, C1-C6-alkyl, C1-C3-haloalkyl, C3-C6-cycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, tri(C1-C2-alkyl)silyl, phenyl, hydroxyl, C1-C6-alkoxy, C1-C6-haloalkoxy, C2-C6-alkenyloxy, C2-C6-alkynyloxy, C1-C6-alkylthio or C1-C6-haloalkylthio
• substituents at nitrogen:
• C1-C6-alkyl, C1-C3-haloalkyl, C3-C6-cycloalkyl, C2-C6-alkenyl, C2-C6-haloalkenyl, C2-C6-alkynyl, C2-C6-haloalkynyl, tri(C1-C2-alkyl)silyl or phenyl
• R6, R7 independently of one another represent hydrogen, C1-C4-alkyl, C1-C3-haloalkyl, C3-C6-cycloalkyl,
• R8 are identical or different and independently of one another represent hydrogen, halogen, C1-C4-alkyl, C1-C4-alkoxy, C3-C6-cycloalkyl or C1-C3-haloalkyl,
• R9 are identical or different and independently of one another represent hydrogen, C1-C4-alkyl or C3-C6-cycloalkyl,
• and also the agrochemically active salts thereof.