Insecticidal compounds

Abstract

The present invention relates to novel triazole derivatives of formula (I) having insecticidal activity, to processes and intermediates for preparing them, to insecticidal, acaricidal, nematicidal or molluscicidal compositions comprising them and to methods of using them to combat and control insect, acarine, nematode or mollusc pests

1 . A method of combating and controlling insects, acarines, nematodes or molluscs which comprises applying to a pest, to a locus of a pest, or to a plant susceptible to attack by a pest an insecticidally, acaricidally, nematicidally or molluscicidally effective amount of a compound of formula (I) 
       
         
           
           
               
               
           
         
         wherein 
         A 1 , A 2 , A 3  and A 4  are each independently C—X or nitrogen, wherein each X may be the same or different, and provided that no more than two of A 1 , A 2 , A 3  and A 4  are nitrogen; 
         R 1  is hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkyl-C(O)NH 2 , or C 1 -C 4 alkylcarbonyl; 
         R 2  is hydrogen, halogen, C 1 -C 4 alkyl, C 1 -C 4 alkyl-C(O)NH 2 , C 1 -C 6 haloalkyl or cyano; 
         G 1  is oxygen or sulfur; 
         X is hydrogen, halogen, cyano, C 1 -C 4 alkyloxy, C 1 -C 4 alkyl or C 1 -C 4 haloalkyl; 
         Q 1  is aryl or heterocyclyl, each optionally substituted by one to five R 3  substituents, which may be the same or different; 
         R 3  is selected from cyano, amino, nitro, hydroxy, halogen, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 2 -C 4 alkenyl, C 2 -C 4 haloalkenyl, C 2 -C 4 alkynyl, C 2 -C 4 haloalkynyl, C 3 -C 6 cycloalkyl, C 3 -C 6 halocycloalkyl, C 1 -C 3 alkoxy, C 1 -C 3 haloalkoxy, C 1 -C 3 alkylthio, C 1 -C 3 haloalkylthio, C 1 -C 3 alkylsulfinyl, C 1 -C 3 haloalkylsulfinyl, C 1 -C 3 alkylsulfonyl, C 1 -C 3 haloalkylsulfonyl, C 1 -C 4 alkylamino, di-(C 1 -C 4 alkyl)amino, C 1 -C 4 alkylcarbonyl, C 1 -C 4 alkylcarbonyloxy, C 1 -C 4 alkoxycarbonyl, C 1 -C 4 alkylcarbonylamino and phenyl; 
         Q 2  is a moiety of formula (A) or (B) 
       
       
         
           
           
               
               
           
         
         Y 1  and Y 5  are each independently selected from hydrogen, cyano, halogen, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 4 alkoxy-C 1 -C 4 alkyl, C 1 -C 3 alkylthio, C 1 -C 3 haloalkylthio, C 1 -C 3 alkylsulfinyl, C 1 -C 3 haloalkylsulfinyl, C 1 -C 3 alkylsulfonyl and C 1 -C 3 haloalkylsulfonyl; 
         Y 3  is C 1 -C 6 perfluoroalkyl, C 1 -C 6 perfluoroalkylthio, C 1 -C 6 perfluoroalkylsulfinyl or C 1 -C 6 perfluoroalkylsulfonyl; 
         Y 2  and Y 4  are each independently selected from hydrogen, halogen and C 1 -C 4 alkyl; 
         Y 6  and Y 9  are each independently selected from cyano, halogen, C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, C 1 -C 4 alkoxy-C 1 -C 4 alkyl, C 1 -C 3 alkylthio, C 1 -C 3 haloalkylthio, C 1 -C 3 alkylsulfinyl, C 1 -C 3 haloalkylsulfinyl, C 1 -C 3 alkylsulfonyl and C 1 -C 3 haloalkylsulfonyl; 
         Y 8  is C 1 -C 4 haloalkoxy, C 2 -C 6 perfluoroalkyl, C 1 -C 6 perfluoroalkylthio, C 1 -C 6 perfluoroalkylsulfinyl or C 1 -C 6 perfluoroalkylsulfonyl; 
         Y 7  is hydrogen, halogen or C 1 -C 4 alkyl; 
         or an agrochemically acceptable salt or N-oxides thereof. 
       
     
     
         2 . The method according to  claim 1  wherein A 1 , A 2 , A 3  and A 4  are C—X and each X is independently selected from hydrogen, halogen, cyano, methyl, trifluoromethyl and methoxy. 
     
     
         3 . The method according to  claim 2  wherein A 1  is CH, C—CN or C—F; and A 2 , A 3  and A 4  are CH. 
     
     
         4 . The method according to  claim 1  wherein R 1  is hydrogen, methyl or ethyl. 
     
     
         5 . The method according to  claim 1  wherein R 2  is hydrogen, trifluoromethyl or halogen. 
     
     
         6 . The method according to  claim 1  wherein G 1  is oxygen. 
     
     
         7 . The method according to  claim 1  wherein Q 1  is phenyl, pyridyl, furanyl, thiophenyl, pyrazolyl or 1,2,3-thiadiazolyl; each optionally substituted by one to four substituents independently selected from cyano, nitro, hydroxy, bromo, chloro, fluoro, methyl, trifluoromethyl, methoxy, trifluoromethoxy, methylthio, methylsulfinyl, methylsulfonyl and phenyl. 
     
     
         8 . The method according to  claim 7  wherein Q 1  is phenyl or pyridyl; each optionally substituted by one, two or three substituents independently selected from cyano, nitro, chloro, fluoro, methyl, ethyl, trifluoromethyl, methoxy and trifluoromethoxy. 
     
     
         9 . The method according to  claim 1  wherein Q 2  is a moiety of formula (A);
 Y 1  and Y 5  are each independently selected from hydrogen, cyano, fluoro, chloro, bromo, methyl, ethyl, trifluoromethyl and methoxymethyl; and 
 Y 2  and Y 4  are each independently selected from hydrogen, fluoro, chloro and methyl. 
 
     
     
         10 . The method according to  claim 9  wherein Y 1  and Y 5  are each chloro; and Y 2  and Y 4  are each hydrogen. 
     
     
         11 . The method according to  claim 9  wherein Y 3  is heptafluoropropyl, nonafluorobutyl, heptafluoropropylthio, heptafluoropropylsulfinyl, or heptafluoropropylsulfonyl. 
     
     
         12 . The method according to  claim 11  wherein Y 3  is heptafluoroprop-2-yl or nonafluorobut-2-yl. 
     
     
         13 . A compound of formula (Id) 
       
         
           
           
               
               
           
         
         wherein A 1 , A 2 , A 3 , A 4 , R 2  and Q 2  are as defined in  claim 1 .