8-3.2.1- 8-3.2.1-6-- 9-3.3.1- 9-3.3.1- 9--3-3.3.1 8-AZABICYCLO3.2.1OCTANE- 8-AZABICYCLO3.2.1OCT-6-ENE- 9-AZABICYCLO3.3.1NONANE- 9-AZA-3-OXABICYCLO3.3.1NONANE- AND 9-ANZ-3THIABICYCLO3.3.1NONANE DERIVATIVES THEIR PREPARATION AND THEIR USE AS INSECTICIDES

摘要

The present invention provides a compound having the formula (1), acid addition salts thereof, quaternary ammonium salts and N-oxides derived therefrom; Pesticidal, mite, or nematicidal compositions containing the compound of formula (1) and an appropriate carrier or diluent thereof; The present invention relates to a method for exterminating and suppressing insect pests, mites or nematodes, based on the effective amount of the compound of the formula (1) or the above-described composition.;[Formula 1];(Wherein A is not CH ₂ -CH ₂ , the formula -CH ₂ -X-CH _2- , where X is methylene, sulfur or oxygen), X'C = CY or X'WC-CYZ ( Wherein X ', W, Y and Z are independently hydrogen, hydroxy, acyloxy, alkoxy, alkylsilyloxy, cyano or halogen, or X' and W, or Y and Z together are the carbons to which they are attached Together with a carbonyl group), Ar contains 1 to 3 heteroatoms individually selected from nitrogen, oxygen, and sulfur atoms and contains at least one unsaturation between adjacent atoms in the ring. Optionally substituted phenyl or 5- or 6-membered heterocyclic ring system containing a bond (double bond), said heterocyclic ring may be optionally fused with a benzene ring, wherein, where a substituent is present, a substituent Is a halogen atom, cyano, alkyl, alkenyl, alkynyl, alkoxy, haloalkyl, haloalkenyl, It is selected from a chelothio and alkyl amino group, these contain up to 6 carbon atoms; R is hydrogen or cyano or alkyl, aryl, heteroaryl, aralkyl, heteroarylalkyl, alkenyl, aralkenyl, alkynyl , Alkoxycarbonyl, alkanesulfonyl, arerensulfonyl, alkenyloxycarbonyl, aralkyloxycarbonyl, aryloxycarbonyl, heterocyclylalkyl, carbamyl, dithiocarboxyl or X "R ³ (where X "is a group selected from a represents an oxygen or NR ^4), where, R is an alkenyl, aralkyl, alkenyl or alkynyl group is the group does not have an unsaturated carbon atom bonded directly to the ring nitrogen of formula ^(1); R 1 Silver hydrogen, cyano, hydroxy, alkyl, alkoxy, amino, nitro, isocyanato, acylamino, hydroxylalkyl, optionally substituted heteroaryl, alkoxyalkyl, haloalkyl, halohydroxyalkyl, aralkyloxyalkyl , Acyl Cyalkyl, amidoximido, sulfonyloxyalkyl, aminoalkyl, alkoxycarbonylamino, acylaminoalkyl, cyanoalkyl, imino, formyl, acyl or carboxylic acid or esters or amides thereof, or halogen, alkoxy Alkenyl or alkynyl optionally substituted by cycloalkyl, optionally substituted aryl, optionally substituted heteroaryl or cyano; R ³ and R ⁴ are independently hydrogen, alkyl, aryl, heteroaryl, aralkyl, heteroarylalkyl, alkenyl, aralkenyl, alkynyl, heterocyclylalkyl, alkoxycarbonyl or carboxyl acyl; The alkyl moieties of R, R ³ and R ⁴ contain 1 to 15 carbon atoms and are halogen, cyano, carboxyl, carboxyl acyl, carbamyl, alkoxycarbonyl, alkoxy, alkylenedioxy, hydroxy, nitro Optionally substituted with one or more substituents selected from amino, acylamino, imidate and phosphonato groups; R, R ³ and R ⁴ aryl, heteroaryl, aralkyl, heteroarylalkyl, alkenyl, aralkenyl, alkynyl, alkoxycarbonyl, alkanesulfonyl, arerensulfonyl, alkanyloxycarbonyl, aralkyl The oxycarbonyl, aryloxycarbonyl, heterocyclylalkyl, carbamyl, dithiocarboxyl moieties contain 1 to 15 carbon atoms and are halogen, cyano, carboxyl, carboxyl acyl, carbamyl, alkoxycar Optionally substituted with carbonyl, alkoxy, alkylenedioxy, hydroxy, nitro, haloalkyl, alkyl, amino, acylamino, imidate and phosphonato groups)