Insecticidal Aryl Pyrrolidines

Abstract

The present invention provides novel aryl pyrrolidines having an excellent insecticidal action as insecticides. Aryl pyrrolidines represented by the formula (I) and use thereof as insecticide.

1 - 10 . (canceled) 
     
     
         11 . A compound of formula (VIII) or formula (VIII-b): 
       
         
           
           
               
               
           
         
       
       wherein
 X which may be same or different, represents halogen, C 1-12  haloalkyl, nitro, C 1-12  alkyl, C 1-12  alkoxy, cyano, C 1-12  haloalkoxy, C 1-12  alkylthio, C 1-12  alkylsulfinyl, C 1-12  alkylsulfonyl, C 1-12  haloalkylthio, C 1-12  haloalkylsulfinyl, C 1-12  haloalkylsulfonyl, hydroxyl, mercapto, amino, C 1-12  alkylcarbonylamino, C 1-12  haloalkylcarbonylamino, benzoylamino, C 1-12  alkoxy-carbonylamino, C 1-12  haloalkoxy-carbonylamino, C 1-12  alkylsulfonylamino or C 1-12  haloalkylsulfonylamino; 
 Y which may be same or different, represents halogen, C 1-12  haloalkyl, nitro, C 1-12  alkyl, C 1-12  alkoxy, cyano, C 1-12  haloalkoxy, C 1-12  alkylthio, C 1-12  alkylsulfinyl, C 1-12  alkylsulfonyl, C 1-12  haloalkylthio, C 1-12  haloalkylsulfinyl, C 1-12  haloalkylsulfonyl, hydroxyl, mercapto, amino, C 1-12  alkylcarbonylamino, C 1-12  haloalkylcarbonylamino, benzoylamino, C 1-12  alkoxy-carbonylamino, C 1-12  haloalkoxy-carbonylamino, C 1-12  alkylsulfonylamino or C 1-12  haloalkylsulfonylamino; 
 R represents C 1-12  alkyl or C 1-12  haloalkyl; 
 R 3  and R 4  each independently represents hydrogen, cyano, optionally substituted C 1-12  alkyl, C 2-12  alkenyl, C 2-12  alkynyl, C 3-7  cycloalkyl, or C 1-12  alkoxycarbonyl; or when taken together represent C 2-6  alkylene; 
 A represents C or N; 
 l represents 1, 2, or 3; 
 m represents 0, 1,2, 3, 4, or 5; 
 n represents 0, 1, 2, or 4; 
 
       and
 L 3  represents chlorine, bromine, iodine, C 1-4  alkylsulfonyloxy, C 1-4  haloalkylsulfonyloxy, arylsulfonyloxy or azolyl. 
 
     
     
         12 . A compound of formula (X) or formula (X-a): 
       
         
           
           
               
               
           
         
       
       wherein
 X which may be same or different, represents halogen, C 1-12  haloalkyl, nitro, C 1-12  alkyl, C 1-12  alkoxy, cyano, C 1-12  haloalkoxy, C 1-12  alkylthio, C 1-12  alkylsulfinyl, C 1-12  alkylsulfonyl, C 1-12  haloalkylthio, C 1-12  haloalkylsulfinyl, C 1-12  haloalkylsulfonyl, hydroxyl, mercapto, amino, C 1-12  alkylcarbonylamino, C 1-12  haloalkylcarbonylamino, benzoylamino, C 1-12  alkoxy-carbonylamino, C 1-12  haloalkoxy-carbonylamino, C 1-12  alkylsulfonylamino or C 1-12  haloalkylsulfonylamino; 
 Y which may be same or different, represents halogen, C 1-12  haloalkyl, nitro, C 1-12  alkyl, C 1-12  alkoxy, cyano, C 1-12  haloalkoxy, C 1-12  alkylthio, C 1-12  alkylsulfinyl, C 1-12  alkylsulfonyl, C 1-12  haloalkylthio, C 1-12  haloalkylsulfinyl, C 1-12  haloalkylsulfonyl, hydroxyl, mercapto, amino, C 1-12  alkylcarbonylamino, C 1-12  haloalkylcarbonylamino, benzoylamino, C 1-12  alkoxy-carbonylamino, C 1-12  haloalkoxy-carbonylamino, C 1-12  alkylsulfonylamino or C 1-12  haloalkylsulfonylamino; 
 R represents C 1-12  alkyl or C 1-12  haloalkyl; 
 R 3  and R 4  each independently represents hydrogen, cyano, optionally substituted C 1-12  alkyl, C 2-12  alkenyl, C 2-12  alkynyl, C 3-7  cycloalkyl, or C 1-12  alkoxycarbonyl; or when taken together represent C 2-6  alkylene; 
 R 5  represents hydrogen, C 1-12  alkyl, optionally substituted C 3-7  cycloalkyl, C 1-6  haloalkyl, cyano, C 2-12  alkenyl, C 2-12  alkynyl, C 1-12  alkylcarbonyl, or CH 2 —R 7 ; 
 R 7  represents phenyl or a heterocyclic ring, which are optionally substituted with at least one substituent selected from the group consisting of fluorine, chlorine, bromine, iodine and C 1-12  alkyl; 
 A represents C or N; 
 l represents 1, 2, or 3; 
 m represents 0, 1, 2, 3, 4, or 5; and 
 n represents 0, 1, 2, or 4. 
 
     
     
         13 . A compound of formula (XXIV) or formula (XXIV-a): 
       
         
           
           
               
               
           
         
       
       wherein
 X which may be same or different, represents halogen, C 1-12  haloalkyl, nitro, C 1-12  alkyl, C 1-12  alkoxy, cyano, C 1-12  haloalkoxy, C 1-12  alkylthio, C 1-12  alkylsulfinyl, C 1-12  alkylsulfonyl, C 1-12  haloalkylthio, C 1-12  haloalkylsulfinyl, C 1-12  haloalkylsulfonyl, hydroxyl, mercapto, amino, C 1-12  alkylcarbonylamino, C 1-12  haloalkylcarbonylamino, benzoylamino, C 1-12  alkoxy-carbonylamino, C 1-12  haloalkoxy-carbonylamino, C 1-12  alkylsulfonylamino or C 1-12  haloalkylsulfonylamino; 
 Y which may be same or different, represents halogen, C 1-12  haloalkyl, nitro, C 1-12  alkyl, C 1-12  alkoxy, cyano, C 1-12  haloalkoxy, C 1-12  alkylthio, C 1-12  alkylsulfinyl, C 1-12  alkylsulfonyl, C 1-12  haloalkylthio, C 1-12  haloalkylsulfinyl, C 1-12  haloalkylsulfonyl, hydroxyl, mercapto, amino, C 1-12  alkylcarbonylamino, C 1-12  haloalkylcarbonylamino, benzoylamino, C 1-12  alkoxy-carbonylamino, C 1-12  haloalkoxy-carbonylamino, C 1-12  alkylsulfonylamino or C 1-12  haloalkylsulfonylamino; 
 R represents C 1-12  alkyl or C 1-12  haloalkyl; 
 m represents 0, 1, 2, 3, 4, or 5; and 
 n represents 0, 1, 2, or 4.