Pesticidal arylpyrrolidines

1. An arylpyrrolidine compound having the formula

or salts thereof,

wherein

X 1 , X 2-1 , X 2-2 , X 2-3 and X 2-4 each independently represents hydrogen, halogen, nitro, cyano, hydroxy, mercapto, amino, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylsulfanyl, alkylsulfinyl, alkylsulfonyl, haloalkylsulfanyl, haloalkylsulfinyl, haloalkylsulfonyl, acylamino, alkoxycarbonylamino, haloalkoxycarbonylamino, alkoxyimino, haloalkoxyimino, alkylsulfonylamino, or pentafluorosulfur;

Y 2-3 represents hydrogen, halogen, nitro, cyano, hydroxy, mercapto, amino, alkyl, haloalkyl, cycloalkyl, cyclohaloalkyl, alkenyl, alkynyl, alkoxy, haloalkoxy, alkylsulfanyl, alkylsulfinyl, alkylsulfonyl, haloalkylsulfanyl, haloalkylsulfinyl, haloalkylsulfonyl, alkylsulfonyloxy, haloalkylsulfonyloxy, alkylaminosulfonyl, haloalkylaminosulfonyl, dialkylaminosulfonyl, di(haloalkyl)aminosulfonyl, alkylamino, dialkylamino, acylamino, alkoxycarbonylamino, haloalkoxycarbonylamino, alkylsulfonylamino, haloalkylsulfonylamino, trialkylsilyl, alkoxyimino, haloalkoxyimino, alkoxyiminoalkyl, haloalkoxyiminoalkyl, alkylsulfinylimino, alkylsulfinyliminoalkyl, alkylsulfinyliminoalkylcarbonyl, alkylsulfoxyimino, alkylsulfoxyiminoalkyl, alkoxycarbonyl, alkylcarbonyl, aminocarbonyl, alkylaminocarbonyl, aminothiocarbonyl, alkylaminothiocarbonyl, dialkylaminocarbonyl, or dialkylaminothiocarbonyl;

G represents

wherein l is 1;

R 1 and R 2 each independently represents hydrogen, cyano, alkyl, haloalkyl, cycloalkyl, cyclohaloalkyl, alkenyl, alkynyl, haloalkenyl, haloalkynyl, alkoxycarbonyl, alkoxythiocarbonyl, alkylsulfonyl, haloalkylsulfonyl, aryl, aralkyl, a heterocyclic group, heterocyclic substituted alkyl, alkoxyalkyl, alkylsulfanylalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl, alkyl-O—N═CH—, alkylaminocarbonylalkyl, haloalkylaminocarbonylalkyl or cycloalkylaminocarbonylalkyl, or

R 3 and R 4 each independently represents hydrogen, cyano, alkyl, alkenyl, alkynyl, cycloalkyl or alkoxycarbonyl;

R 5 represents hydrogen, amino, hydroxy, cyano, alkyl, haloalkyl, cycloalkyl, alkenyl, alkynyl, alkoxy, aminocarbonylalkyl, iminoalkyl, alkylcarbonyl, alkylcarbonylamino, alkylimino, aryl, aralkyl, a heterocycle, a heterocyclic ring substituted alkyl, R 7 —C(═O)— or R 7 —C(═S)—;

R 6 represents hydrogen, cyano, carbonyl, thiocarbonyl, alkylcarbonyl, alkylthiocarbonyl, haloalkylcarbonyl, haloalkylthiocarbonyl, alkylaminocarbonyl, alkylaminothiocarbonyl, dialkylaminocarbonyl, dialkylaminothiocarbonyl, alkoxyaminocarbonyl, alkoxyaminothiocarbonyl, alkoxycarbonyl, alkoxythiocarbonyl, alkylsulfanylcarbonyl, alkylsulfanylthiocarbonyl, alkylsulfonyl, haloalkylsulfonyl, cycloalkylcarbonyl, alkenylcarbonyl, alkynylcarbonyl, cycloalkylalkylcarbonyl, alkylsulfanylalkylcarbonyl, alkylsulfinylalkylcarbonyl, alkylsulfonylalkylcarbonyl, alkylcarbonylalkylcarbonyl, cycloalkylaminocarbonyl, alkenylaminocarbonyl, alkynylaminocarbonyl, alkylaminosulfonyl, dialkylaminosulfonyl, alkoxyalkylcarbonyl, alkylcarbonylaminoalkylcarbonyl, haloalkylcarbonylaminoalkylcarbonyl, alkylsulfanylalkylcarbonylaminoalkylcarbonyl, alkylsulfinylalkylcarbonylaminoalkylcarbonyl, alkylsulfonylalkylcarbonylaminoalkylcarbonyl, aralkylcarbonyl, heterocyclic substituted alkylcarbonyl, R 7 —C(═O)— or R 7 —C(═S)—;

and

R 7 represents phenyl or a saturated or unsaturated heterocyclic ring.

2. The arylpyrrolidine compound of claim 1 , wherein G is

3. The arylpyrrolidine compound of claim 1 , wherein G is

l is 1.

4. The arylpyrrolidine compound of claim 1 , wherein

X 1 , X 2-1 , X 2-2 , X 2-3 and X 2-4 each independently represents hydrogen, halogen or haloalkyl;

Y 2-3 represents hydrogen, halogen, alkyl, haloalkyl, alkoxy, cycloalkyl, haloalkoxy, alkylsulfonyl, or haloalkylsulfinyl;

R 1 and R 5 independently represents hydrogen, alkyl, or haloalkyl;

R 2 represents hydrogen, cyano, alkyl, haloalkyl, cycloalkyl, cyclohaloalkyl, alkenyl, alkynyl, haloalkenyl, haloalkynyl, alkoxycarbonyl, alkoxythiocarbonyl, alkylsulfonyl, haloalkylsulfonyl, aryl, aralkyl, a heterocyclic group, heterocyclic substituted alkyl, alkoxyalkyl, alkylsulfanylalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl, alkyl-O—N═CH—, alkylaminocarbonylalkyl, haloalkylaminocarbonylalkyl or cycloalkylaminocarbonylalkyl;

R 3 , R 4 each independently represents hydrogen or alkyl;

R 6 represents hydrogen, cyano, carbonyl, thiocarbonyl, alkylcarbonyl, alkylthiocarbonyl, haloalkylcarbonyl, haloalkylthiocarbonyl, alkylaminocarbonyl, alkylaminothiocarbonyl, dialkylaminocarbonyl, dialkylaminothiocarbonyl, alkoxyaminocarbonyl, alkoxyaminothiocarbonyl, alkoxycarbonyl, alkoxythiocarbonyl, alkylsulfanylcarbonyl, alkylsulfanylthiocarbonyl, alkylsulfonyl, haloalkylsulfonyl, cycloalkylcarbonyl, alkenylcarbonyl, alkynylcarbonyl, cycloalkylalkylcarbonyl, alkylsulfanylalkylcarbonyl, alkylsulfinylalkylcarbonyl, alkylsulfonylalkylcarbonyl, alkylcarbonylalkylcarbonyl, cycloalkylaminocarbonyl, alkenylaminocarbonyl, alkynylaminocarbonyl, alkylaminosulfonyl, dialkylaminosulfonyl, alkoxyalkylcarbonyl, alkylcarbonylaminoalkylcarbonyl, haloalkylcarbonylaminoalkylcarbonyl, alkylsulfanylalkylcarbonylaminoalkylcarbonyl, alkylsulfinylalkylcarbonylaminoalkylcarbonyl, alkylsulfonylalkylcarbonylaminoalkylcarbonyl, aralkylcarbonyl, heterocyclic substituted alkylcarbonyl, R 7 —C(═O)— or R 7 —C(═S)—; and

R 7 represents phenyl or a saturated or unsaturated heterocyclic ring.

5. The arylpyrrolidine compound of claim 1 , wherein

X 1 , X 2-1 , X 2-2 , X 2-3 and X 2-4 each independently represents hydrogen, halogen or C 1-4 -haloalkyl;

Y 2-3 represents hydrogen, halogen, C 1-4 -alkyl, C 1-4 -alkoxy, C 1-4 -haloalkoxy, C 3-6 -cycloalkyl, C 1-4 -haloalkyl, C 1-4 -alkylsulfanyl, or C 1-4 -haloalkylsulfanyl;

R 1 and R 5 independently represents hydrogen, C 1-4 alkyl or C 1-4 haloalkyl;

R 2 represents hydrogen, cyano, alkyl, haloalkyl, cycloalkyl, cyclohaloalkyl, alkenyl, alkynyl, haloalkenyl, haloalkynyl, alkoxycarbonyl, alkoxythiocarbonyl, alkylsulfonyl, haloalkylsulfonyl, aryl, aralkyl, a heterocyclic group, heterocyclic substituted alkyl, alkoxyalkyl, alkylsulfanylalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl, alkyl-O—N═CH—, alkylaminocarbonylalkyl, haloalkylaminocarbonylalkyl or cycloalkylaminocarbonylalkyl;

R 3 or R 4 independently of each other represents hydrogen; and

R 6 represents C 3-6 cycloalkyl(C 1-4 )alkylcarbonyl, C 1-4 alkoxy(C 1-4 )alkylcarbonyl, C 1-4 alkyl-S(C 1-4 )alkylcarbonyl, C 1-4 alkyl-SO(C 1-4 )alkylcarbonyl, or C 1-4 alkyl-SO 2 (C 1-4 )alkylcarbonyl.

6. The arylpyrrolidine compound of claim 1 , wherein

X 1 , X 2-1 , X 2-2 , X 2-3 and X 2-4 each independently represents hydrogen, halogen or C 1-4 -haloalkyl;

Y 2-3 represents hydrogen, halogen, C 1-4 -alkyl, C 1-4 -alkoxy, C 1-4 -haloalkoxy, C 3-6 -cycloalkyl, C 1-4 -haloalkyl, C 1-4 -alkylsulfanyl, or C 1-4 -haloalkylsulfanyl;

R 1 and R 5 independently represents hydrogen;

R 2 represents hydrogen, cyano, alkyl, haloalkyl, cycloalkyl, cyclohaloalkyl, alkenyl, alkynyl, haloalkenyl, haloalkynyl, alkoxycarbonyl, alkoxythiocarbonyl, alkylsulfonyl, haloalkylsulfonyl, aryl, aralkyl, a heterocyclic group, heterocyclic substituted alkyl, alkoxyalkyl, alkylsulfanylalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl, alkyl-O—N═CH—, alkylaminocarbonylalkyl, haloalkylaminocarbonylalkyl or cycloalkylaminocarbonylalkyl;

R 3 or R 4 independently of each other represents hydrogen; and

R 6 is selected from the group consisting of

7. The arylpyrrolidine compound of claim 5 , wherein at least one of X 1 , X 2-1 , X 2-2 , X 2-3 and X 2-4 is hydrogen.

8. The arylpyrrolidine compound of claim 5 , wherein at least one of X 1 , X 2-2 , and X 2-4 is hydrogen.

9. The arylpyrrolidine compound of claim 5 , wherein X 1 and X 2-4 are hydrogen, and X 2-1 , X 2-2 , and X 2-3 each independently is selected from the group consisting of CF 3 , F, Cl, and Br.

10. A pharmaceutical composition comprising one or more compounds selected from the compounds according to claim 1 .