2-(het)aryl-substituted fused bicyclic heterocycle derivatives as pesticides

Patent metadata

Field	Value
Publication number	US-10364243-B2
Application number	US-201515119124-A
Country	US
Kind code	B2
Filing date	Feb 5, 2015
Priority date	Feb 17, 2014
Publication date	Jul 30, 2019
Grant date	Jul 30, 2019

Abstract

The invention relates to novel compounds of the formula (I)

in which the R 1 , R 2a , R 2b , R 3 , A 1 , A 2 , A 3 , A 4 , A 5 and n radicals are each as defined above,

to the use thereof as acaricides and/or insecticides for controlling animal pests and to processes and intermediates for preparation thereof.

First claim

The invention claimed is:

1. A compound of formula (I)

in which
A 1 is nitrogen,
A 2 is —N—R 5 ,
A 3 is oxygen,
A 4 is ═C—R 4 ,
A 5 is ═C—H,
R 1 is (C 1 -C 6 )alkyl, (C 1 -C 6 )haloalkyl, (C 1 -C 6 )cyanoalkyl, (C 1 -C 6 )hydroxyalkyl, (C 1 -C 6 )alkoxy-(C 1 -C 6 )alkyl, (C 1 -C 6 )haloalkoxy-(C 1 -C 6 )alkyl, (C 2 -C 6 )alkenyl, (C 2 -C 6 )alkenyloxy-(C 1 -C 6 )alkyl, (C 2 -C 6 )haloalkenyloxy-(C 1 -C 6 )alkyl,(C 2 -C 6 )haloalkenyl, (C 2 -C 6 )cyanoalkenyl, (C 2 -C 6 )alkynyl, (C 2 -C 6 )alkynyloxy-(C 1 -C 6 )alkyl, (C 2 -C 6 )haloalkynyloxy-(C 1 -C 6 )alkyl, (C 2 -C 6 )haloalkynyl, (C 2 -C 6 )cyanoalkynyl, (C 3 -C 8 )cycloalkyl, (C 3 -C 8 )cycloalkyl-(C 3 -C 8 )cycloalkyl, (C 1 -C 6 )alkyl-(C 3 -C 8 )cycloalkyl, halo(C 3 -C 8 )cycloalkyl, amino, (C 1 -C 6 )alkylamino, di(C 1 -C 6 )alkylamino, (C 3 -C 8 )cycloalkylamino, (C 1 -C 6 )alkylcarbonylamino, (C 1 -C 6 )alkylthio-(C 1 -C 6 )alkyl, (C 1 -C 6 )haloalkylthio-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkylsulphinyl-(C 1 -C 6 )alkyl, (C 1 -C 6 )haloalkylsulphinyl-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkylsulphonyl-(C 1 -C 6 )alkyl, (C 1 -C 6 )haloalkylsulphonyl-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkoxy-(C 1 -C 6 )alkylthio-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkoxy-(C 1 -C 6 )alkylsulphinyl-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkoxy-(C 1 -C 6 )alkylsulphonyl-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkylcarbonyl-(C 1 -C 6 )alkyl, (C 1 -C 6 )haloalkylcarbonyl-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkoxycarbonyl-(C 1 -C 6 )alkyl, (C 1 -C 6 )haloalkoxycarbonyl-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkylsulphonylamino, aminosulphonyl-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkylaminosulphonyl-(C 1 -C 6 )alkyl, di(C 1 -C 6 )alkylaminosulphonyl-(C 1 -C 6 )alkyl,
or is (C 1 -C 6 )alkyl, (C 1 -C 6 )alkoxy, (C 2 -C 6 )alkenyl, (C 2 -C 6 )alkynyl, (C 3 -C 8 )cycloalkyl, each of which is optionally mono- or polysubstituted identically or differently by aryl, hetaryl or heterocyclyl, where aryl, hetaryl or heterocyclyl may each independently optionally be mono- or polysubstituted identically or differently by halogen, cyano, nitro, hydroxyl, amino, carboxyl, carbamoyl, aminosulphonyl, (C 1 -C 6 )alkyl, (C 3 -C 6 )cycloalkyl, (C 1 -C 6 )alkoxy, (C 1 -C 6 )haloalkyl, (C 1 -C 6 )haloalkoxy, (C 1 -C 6 )alkylthio, (C 1 -C 6 )alkylsulphinyl, (C 1 -C 6 )alkylsulphonyl, (C 1 -C 6 )alkylsulphimino, (C 1 -C 6 )alkylsulphimino-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkylsulphimino-(C 2 -C 6 )alkylcarbonyl, (C 1 -C 6 )alkylsulphoximino, (C 1 -C 6 )alkylsulphoximino-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkylsulphoximino-(C 2 -C 6 )alkylcarbonyl, (C 1 -C 6 )alkoxycarbonyl, (C 1 -C 6 )alkylcarbonyl, (C 3 -C 6 )trialkylsilyl or benzyl, or

R 1 is aryl, hetaryl or heterocyclyl, each of which is optionally mono- or polysubstituted identically or differently by halogen, cyano, nitro, hydroxyl, amino, carboxyl, carbamoyl, (C 1 -C 6 )alkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 6 )-alkoxy, (C 1 -C 6 )haloalkyl, (C 1 -C 6 )haloalkoxy, (C 1 -C 6 )alkylthio,(C 1 -C 6 )alkylsulphinyl, (C 1 -C 6 )alkylsulphonyl, (C 1 -C 6 )alkylsulphimino, (C 1 -C 6 )alkylsulphimino-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkylsulphimino-(C 2 -C 6 )alkylcarbonyl, (C 1 -C 6 )alkylsulphoximino, (C 1 -C 6 )alkylsulphoximino-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkylsulphoximino-(C 2 -C 6 )alkylcarbonyl, (C 1 -C 6 )alkoxycarbonyl, (C 1 -C 6 )alkylcarbonyl, (C 3 -C 6 )trialkylsilyl, (═O) (only in the case of heterocyclyl) or (═O) 2 (only in the case of heterocyclyl),
R 2a , R 2b , R 3 and R 4 are each independently hydrogen, cyano, halogen, nitro, acetyl, hydroxyl, amino, SCN, tri-(C 1 -C 6 )alkylsilyl, (C 3 -C 8 )cycloalkyl, (C 3 -C 8 )cycloalkyl-(C 3 -C 8 )cycloalkyl, (C 1 -C 6 )alkyl-(C 3 -C 8 )cycloalkyl, halo(C 3 -C 8 )cycloalkyl, (C 1 -C 6 )alkyl, (C 1 -C 6 )haloalkyl, (C 1 -C 6 )cyanoalkyl, (C 1 -C 6 )hydroxyalkyl, hydroxycarbonyl-(C 1 -C 6 )-alkoxy, (C 1 -C 6 )alkoxycarbonyl-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkoxy-(C 1 -C 6 )alkyl, (C 2 -C 6 )alkenyl, (C 2 -C 6 )haloalkenyl, (C 2 -C 6 )cyanoalkenyl, (C 2 -C 6 )alkynyl, (C 2 -C 6 )haloalkynyl, (C 2 -C 6 )cyanoalkynyl, (C 1 -C 6 )alkoxy, (C 1 -C 6 )haloalkoxy, (C 1 -C 6 )cyanoalkoxy, (C 1 -C 6 )alkoxycarbonyl-(C 1 -C 6 )alkoxy, (C 1 -C 6 )alkoxy-(C 1 -C 6 )alkoxy, (C 1 -C 6 )alkylhydroxyimino, (C 1 -C 6 )alkoxyimino, (C 1 -C 6 )alkyl-(C 1 -C 6 )alkoxyimino, (C 1 -C 6 )haloalkyl-(C 1 -C 6 )alkoxyimino, (C 1 -C 6 )alkylthio, (C 1 -C 6 )haloalkylthio, (C 1 -C 6 )alkoxy-(C 1 -C 6 )alkylthio, (C 1 -C 6 )alkylthio-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkylsulphinyl, (C 1 -C 6 )haloalkylsulphinyl, (C 1 -C 6 )alkoxy-(C 1 -C 6 )alkylsulphinyl, (C 1 -C 6 )alkylsulphinyl-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkylsulphonyl, (C 1 -C 6 )haloalkylsulphonyl, (C 1 -C 6 )alkoxy-(C 1 -C 6 )alkylsulphonyl, (C 1 -C 6 )alkylsulphonyl-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkylsulphonyloxy, (C 1 -C 6 )alkylcarbonyl, (C 1 -C 6 )alkylthiocarbonyl, (C 1 -C 6 )haloalkylcarbonyl, (C 1 -C 6 )alkylcarbonyloxy, (C 1 -C 6 )alkoxycarbonyl, (C 1 -C 6 )haloalkoxycarbonyl, aminocarbonyl, (C 1 -C 6 )alkylaminocarbonyl, (C 1 -C 6 )alkylaminothiocarbonyl, di(C 1 -C 6 )alkylaminocarbonyl, di(C 1 -C 6 )alkylaminothiocarbonyl, (C 2 -C 6 )alkenylaminocarbonyl, di(C 2 -C 6 )-alkenylaminocarbonyl, (C 3 -C 8 )cycloalkylaminocarbonyl, (C 1 -C 6 )alkylsulphonylamino, (C 1 -C 6 )alkylamino, di(C 1 -C 6 )alkylamino, aminosulphonyl, (C 1 -C 6 )alkylaminosulphonyl, di(C 1 -C 6 )alkylaminosulphonyl, (C 1 -C 6 )alkylsulphoximino, aminothiocarbonyl, (C 1 -C 6 )alkylaminothiocarbonyl, di(C 1 -C 6 )alkylaminothiocarbonyl, (C 3 -C 8 )cycloalkylamino, NHCO—(C 1 -C 6 )alkyl ((C 1 -C 6 )alkylcarbonylamino),
or R 2a , R 2b , R 3 , R 4 are each independently aryl or hetaryl, each of which is optionally mono- or polysubstituted identically or differently, where (in the case of hetaryl) at least one carbonyl group may optionally be present and/or where possible substituents in each case are as follows: cyano, carboxyl, halogen, nitro, acetyl, hydroxyl, amino, SCN, tri-(C 1 -C 6 )alkylsilyl, (C 1 -C 6 )alkyl, (C 1 -C 6 )haloalkyl, (C 1 -C 6 )cyanoalkyl, (C 1 -C 6 )hydroxyalkyl, hydroxycarbonyl-(C 1 -C 6 )-alkoxy, (C 1 -C 6 )alkoxycarbonyl-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkoxy-(C 1 -C 6 )alkyl, (C 2 -C 6 )alkenyl, (C 2 -C 6 )haloalkenyl, (C 2 -C 6 )cyanoalkenyl, (C 2 -C 6 )alkynyl, (C 2 -C 6 )haloalkynyl, (C 2 -C 6 )cyanoalkynyl, (C 1 -C 6 )alkoxy, (C 1 -C 6 )haloalkoxy, (C 1 -C 6 )cyanoalkoxy, (C 1 -C 6 )alkoxycarbonyl-(C 1 -C 6 )alkoxy, (C 1 -C 6 )alkoxy-(C 1 -C 6 )alkoxy, (C 1 -C 6 )alkylhydroxyimino, (C 1 -C 6 )alkoxyimino, (C 1 -C 6 )alkyl-(C 1 -C 6 )alkoxyimino, (C 1 -C 6 )haloalkyl-(C 1 -C 6 )alkoxyimino, (C 1 -C 6 )alkylthio, (C 1 -C 6 )haloalkylthio, (C 1 -C 6 )alkoxy-(C 1 -C 6 )alkylthio, (C 1 -C 6 )alkylthio-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkylsulphinyl, (C 1 -C 6 )haloalkylsulphinyl, (C 1 -C 6 )alkoxy-(C 1 -C 6 )alkylsulphinyl, (C 1 -C 6 )alkylsulphinyl-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkylsulphonyl, (C 1 -C 6 )haloalkylsulphonyl, (C 1 -C 6 )alkoxy-(C 1 -C 6 )alkylsulphonyl, (C 1 -C 6 )alkylsulphonyl-(C 1 -C 6 )alkyl, (C 1 -C 6 )alkylsulphonyloxy, (C 1 -C 6 )alkylcarbonyl, (C 1 -C 6 )haloalkylcarbonyl, (C 1 -C 6 )alkylcarbonyloxy, (C 1 -C 6 )alkoxycarbonyl, (C 1 -C 6 )haloalkoxycarbonyl, aminocarbonyl, (C 1 -C 6 )alkylaminocarbonyl, di(C 1 -C 6 )alkylaminocarbonyl, (C 2 -C 6 )alkenylaminocarbonyl, di(C 2 -C 6 )-alkenylaminocarbonyl, (C 3 -C 8 )cycloalkylaminocarbonyl, (C 1 -C 6 )alkylsulphonylamino, (C 1 -C 6 )alkylamino, di(C 1 -C 6 )alkylamino, aminosulphonyl, (C 1 -C 6 )alkylaminosulphonyl, di(C 1 -C 6 )alkylaminosulphonyl, (C 1 -C 6 )alkylsulphoximino, aminothiocarbonyl, (C 1 -C 6 )alkylaminothiocarbonyl, di(C 1 -C 6 )alkylaminothiocarbonyl, (C 3 -C 8 )cycloalkylamino,

R 5 is (C 1 -C 6 )alkyl, (C 1 -C 6 )haloalkyl, (C 1 -C 6 )cyanoalkyl, (C 1 -C 6 )hydroxyalkyl, (C 1 -C 6 )alkoxy-(

Assignees

• Bayer Cropscience Ag

Inventors

• Fischer Rüdiger
• Alig Bernd
• Ilg Kerstin
• Malsam Olga
• Görgens Ulrich
• Turberg Andreas
• Li Jun
• Zhersh Sergey
• Arlt Alexander

Classifications

• A61P33/00

  Antiparasitic agents · CPC title

• C07D471/04 Primary

  Ortho-condensed systems · CPC title

• C07D487/04

  Ortho-condensed systems · CPC title

• C07D473/40

  with halogen atoms or perhalogeno-alkyl radicals directly attached in position 2 or 6 · CPC title

• C07D213/74

  Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals · CPC title