Thiazol-4-Carboxylic Acid Esters and Thioesters as Plant Protection Agents

Abstract

The use of thiazole-4-carboxylic esters and thioesters of the formula (I) in which R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , Y 1 , Y 2 , Y 3 , W, X and G have the meanings given in the description, and also of agrochemically active salts thereof, as fungicides.

1 - 6 . (canceled) 
     
     
         7 . A compound of formula (XVI-1), (XVI-2), (XVI-3), (XVI-4) or (XVI-5): 
       
         
           
           
               
               
           
         
       
       or a salt thereof. 
     
     
         8 . A compound of formula (V-1), (V-2), (V-3), (V-4) or (V-5): 
       
         
           
           
               
               
           
         
       
       or a salt thereof. 
     
     
         9 - 10 . (canceled) 
     
     
         11 . A compound of formula (IX): 
       
         
           
           
               
               
           
         
         in which 
         PG is acetyl, C 1 -C 2 -alkoxycarbonyl, benzyl or benzyloxycarbonyl; 
         W is an unsubstituted or substituted C 1 - to C 3 -carbon chain, where the carbon atoms carry, independently of one another, H, methyl, or oxo as substituents; 
         X is a direct bond or an unsubstituted or substituted C 1 - to C 3 -carbon chain, where the carbon atoms carry, independently of one another, H, methyl, or oxo as substituents; 
         Y 3  is sulfur or oxygen; 
         G is (C(R 12 ) 2 ) m ; 
         R 12  is identical or different independently of one another H, chlorine, fluorine, C 1 -C 3 -alkyl, C 1 -C 3 -alkoxy, C 3 -C 6 -cycloalkyl, or trifluoromethyl, 
         or 
         two or four R 12 , in each case on two adjacent carbon atoms, are direct bonds 
         where m=0 to 6; 
         R 6  is H, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, CONR 10 R 11 , (C 1 -C 4 -alkoxy)carbonyl, COOH, NR 10 R 11 , halogen, or cyano; 
         R 10  and R 11  independently of one another are H, C 1 -C 3 -alkyl, or cyclopropyl; 
         R 7  is unsubstituted or substituted C 5 -C 10 -alkyl, C 2 -C 16 -alkenyl, C 2 -C 16 -alkynyl, C 3 -C 15 -cycloalkyl, C 5 -C 15 -cycloalkenyl, C 3 -C 5 -heterocyclyl, aryl, hetaryl, or Si(C 1 -C 4 -alkyl) 3 , 
         suitable substituents independently of one another are selected from: 
         halogen, cyano, nitro, nitroso, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, aryl-C 1 -C 3 -alkyl, aryl-C 1 -C 3 -haloalkyl, hydroxyl, oxo, C 1 -C 4 -alkoxy, O(C 1 -C 6 -alkyl) m OC 1 -C 6 -alkyl, O—C 3 -C 6 -cycloalkyl, O-phenyl, C 1 -C 4 -haloalkoxy, SH, C 1 -C 4 -thioalkyl, C 1 -C 4 -thiohaloalkyl, S-phenyl, SO 2 —C 1 -C 6 -alkyl, SO 2 —C 1 -C 6 -haloalkyl, SO—C 1 -C 6 -alkyl, C 1 -C 3 -alkoxy, C 3 -C 6 -cycloalkyl, or trifluoromethyl, 
         or a salt thereof. 
       
     
     
         12 . A compound of formula (X): 
       
         
           
           
               
               
           
         
         in which 
         W is an unsubstituted or substituted C 1 - to C 3 -carbon chain, where the carbon atoms carry, independently of one another, H, methyl, or oxo as substituents; 
         X is a direct bond or an unsubstituted or substituted C 1 - to C 3 -carbon chain, where the carbon atoms carry, independently of one another, H, methyl, or oxo as substituents; 
         Y 3  is sulfur or oxygen; 
         G is (C(R 12 ) 2 ) m ; 
         R 12  is identical or different independently of one another H, chlorine, fluorine, C 1 -C 3 -alkyl, C 1 -C 3 -alkoxy, C 3 -C 6 -cycloalkyl, or trifluoromethyl, 
         or 
         two or four R 12 , in each case on two adjacent carbon atoms, are direct bonds 
         where m=0 to 6; 
         R 6  is H, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, CONR 10 R 11 , (C 1 -C 4 -alkoxy)carbonyl, COOH, NR 10 R 11 , halogen, or cyano; 
         R 10  and R 11  independently of one another are H, C 1 -C 3 -alkyl, or cyclopropyl: 
         R 7  is unsubstituted or substituted C 5 -C 10 -alkyl, C 2 -C 16 -alkenyl, C 2 -C 16 -alkynyl, C 3 -C 15 -cycloalkyl, C 5 -C 15 -cycloalkenyl, C 3 -C 15 -heterocyclyl, aryl, hetaryl, or Si(C 1 -C 4 -alkyl) 3 ; 
         suitable substituents independently of one another are selected from: 
         halogen, cyano, nitro, nitroso, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, aryl-C 1 -C 2 -alkyl, aryl-C 1 -C 3 -haloalkyl, hydroxyl, oxo, C 1 -C 4 -alkoxy, O(C 1 -C 6 -alkyl) m OC 1 -C 6 -alkyl, O—C 3 -C 6 -cycloalkyl, O-phenyl, C 1 -C 4 -haloalkoxy, SH, C 1 -C 4 -thioalkyl, C 1 -C 4 -thiohaloalkyl, S-phenyl, SO 2 —C 1 -C 6 -alkyl, SO 2 —C 1 -C 6 -haloalkyl, SO—C 1 -C 6 -alkyl, C 1 -C 3 -alkoxy, C 3 -C 6 -cycloalkyl, or trifluoromethyl, 
         or a salt thereof. 
       
     
     
         13 - 14 . (canceled) 
     
     
         15 . A compound of formula (IX-1) or (IX-2) according to  claim 11 , 
       
         
           
           
               
               
           
         
       
     
     
         16 . A compound of formula (X-1) or (X-2) according to  claim 12 ,