Insecticidal Aryl Pyrrolidines
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.