N-hetaryl(thio)carbonyl-2-(benzocycloalken-1-yl)cyclamines and their use as fungicides

Patent metadata

Field	Value
Publication number	US-2016244433-A1
Application number	US-201415028004-A
Country	US
Kind code	A1
Filing date	Oct 7, 2014
Priority date	Oct 8, 2013
Publication date	Aug 25, 2016
Grant date	—

Abstract

The present invention relates to fungicidal N-hetarylcarbonyl-2-(benzocycloalken-1-yl)piperidines or pyrrolidines of formula (I), and their thiocarbonyl derivatives, wherein A represents a carbo-linked, unsaturated or partially saturated, 5-membered heterocyclyl group that can be substituted by up to four groups R that can be the same or different; T represents 0 or S; n represents 1 or 2; m represents 1, 2 or 3; p represents 1, 2, 3 or 4, L 1 and L 2 independently represent CZ 4 Z 5 , NZ 6 , 0, S, S(O) or S(0) 2 ; and R and Z 1 -Z 6 are as defined in the claims; their process of preparation and intermediate compounds for their preparation, their use as fungicides, particularly in the form of fungicidal compositions and methods for the control of phytopathogenic fungi of plants using these compounds or their compositions.

First claim

1 . A compound of formula (I)

wherein
A represents a carbo-linked, unsaturated or partially saturated, 5-membered heterocyclyl group that can be substituted by up to four groups R that can be the same or different
T represents O or S;
n represents 1 or 2;
m represents 1, 2 or 3;
p represents 1, 2, 3 or 4,
L 1 and L 2 independently represent CZ 4 Z 5 , NZ 6 , O, S, S(O) or S(O) 2 ,
Z 1 represents a hydrogen atom; or substituted or non-substituted C 1 -C 8 -alkyl,
Z 2 represents a hydrogen atom, a halogen atom, hydroxyl group, cyano, substituted or non-substituted C 1 -C 8 -alkyl, substituted or non-substituted C 1 -C 8 -alkoxy, C 1 -C 8 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different, amino or C 1 -C 8 -alkylamino,
Z 3 represents a hydrogen atom, a halogen atom, nitro, cyano; isonitrile; hydroxy; amino; sulfanyl; pentafluoro-λ 6 -sulfanyl; formyl; formyloxy; formylamino; substituted or non-substituted (hydroxyimino)-C 1 -C 8 -alkyl; substituted or non-substituted (C 1 -C 8 -alkoxyimino)-C 1 -C 8 -alkyl; substituted or non-substituted (C 2 -C 8 -alkenyloxyimino)-C 1 -C 8 -alkyl; substituted or non-substituted (C 2 -C 8 -alkynyloxyimino)-C 1 -C 8 -alkyl; substituted or non-substituted (benzyloxyimino)-C 1 -C 8 -alkyl; carboxy; carbamoyl; N-hydroxycarbamoyl; carbamate; substituted or non-substituted C 1 -C 8 -alkyl; C 1 -C 8 -halogenoalkyl having 1 to 9 halogen atoms; substituted or non-substituted C 2 -C 8 -alkenyl; C 2 -C 8 halogenoalkenyl having 1 to 9 halogen atoms; substituted or non-substituted C 2 -C 8 -alkynyl; C 2 -C 8 -halogenoalkynyl having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkoxy; C 1 -C 8 -halogenoalkoxy having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkylsulfanyl; C 1 -C 8 -halogenoalkylsulfanyl having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkylsulfinyl; C 1 -C 8 -halogenoalkylsulfinyl having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkylsulfonyl; C 1 -C 8 -halogenoalkylsulfonyl having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkylamino; substituted or non-substituted di-C 1 -C 8 -alkylamino; substituted or non-substituted C 2 -C 8 -alkenyloxy; C 2 -C 8 -halogenoalkenyloxy having 1 to 9 halogen atoms; substituted or non-substituted C 3 -C 8 -alkynyloxy; C 2 -C 8 -halogenoalkynyloxy having 1 to 9 halogen atoms; substituted or non-substituted C 3 -C 7 -cycloalkyl; C 3 -C 7 -halogenocycloalkyl having 1 to 9 halogen atoms; substituted or non-substituted C 4 -C 7 -cycloalkenyl; C 4 -C 7 -halogenocycloalkenyl having 1 to 9 halogen atoms; substituted or non-substituted (C 3 -C 7 -cycloalkyl)-C 1 -C 8 -alkyl; substituted or non-substituted (C 3 -C 7 -cycloalkyl)-C 2 -C 8 -alkenyl; substituted or non-substituted (C 3 -C 7 -cycloalkyl)-C 2 -C 8 -alkynyl; substituted or non-substituted tri(C 1 -C 8 )alkylsilyl; substituted or non-substituted tri(C 1 -C 8 )alkylsilyl-C 1 -C 8 -alkyl; substituted or non-substituted C 1 -C 8 -alkylcarbonyl; C 1 -C 8 -halogenoalkylcarbonyl having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkylcarbonyloxy; C 1 -C 8 -halogenoalkylcarbonyloxy having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkylcarbonylamino; C 1 -C 8 -halogenoalkylcarbonylamino having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkoxycarbonyl; C 1 -C 8 -halogenoalkoxycarbonyl having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkyloxycarbonyloxy; C 1 -C 8 -halogenoalkoxycarbonyloxy having 1 to 9 halogen atoms; substituted or non-substituted C 1 -C 8 -alkylcarbamoyl; substituted or non-substituted di-C 1 -C 8 -alkylcarbamoyl; substituted or non-substituted C 1 -C 8 -alkylaminocarbonyloxy; substituted or non-substituted di-C 1 -C 8 -alkylaminocarbonyloxy; substituted or non-substituted N—(C 1 -C 8 -alkyl)hydroxy carbamoyl; substituted or non-substituted C 1 -C 8 -alkoxycarbamoyl; substituted or non-substituted N—(C 1 -C 8 -alkyl)-C 1 -C 8 -alkoxycarbamoyl; aryl that can be substituted by up to 6 groups Q which can be the same or different; aryl-C 1 -C 8 -alkyl that can be substituted by up to 6 groups Q which can be the same or different; aryl-C 2 -C 8 -alkenyl that can be substituted by up to 6 groups Q which can be the same or different; aryl-C 2 -C 8 -alkynyl that can be substituted by up to 6 groups Q which can be the same or different; aryloxy that can be substituted by up to 6 groups Q which can be the same or different; arylsulfanyl that can be substituted by up to 6 groups Q which can be the same or different; or arylamino that can be substituted by up to 6 groups Q which can be the same or different; aryl-C 1 -C 8 -alkyloxy that can be substituted by up to 6 groups Q which can be the same or different; aryl-C 1 -C 8 -alkylsulfanyl that can be substituted by up to 6 groups Q which can be the same or different; aryl-C 1 -C 8 -alkylamino that can be substituted by up to 6 groups Q which can be the same or different; pyridinyl which can be substituted by up to 4 groups Q; pyridinyloxy which can be substituted by up to 4 groups Q,
Z 4 and Z 5 independently represents a hydrogen atom, a halogen atom, cyano, nitro, substituted or non-substituted C 1 -C 8 -alkyl, C 1 -C 8 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different, substituted or non-substituted C 1 -C 8 -alkoxy, C 1 -C 8 -halogenoalkoxy comprising up to 9 halogen atoms that can be the same or different, substituted or non-substituted C 1 -C 8 -alkoxy-C 1 -C 8 -alkyl, substituted or non-substituted C 2 -C 8 -alkenyl, C 2 -C 8 -halogenoalkenyl comprising up to 9 halogen atoms that can be the same or different, substituted or non-substituted C 2 -C 8 -alkynyl, C 2 -C 8 -halogenoalkynyl comprising up to 9 halogen atoms that can be the same or different, substituted or non-substituted C 3 -C 7 -cycloalkyl, substituted or non-substituted C 3 -C 7 -cycloalkyl-C 1 -C 8 -alkyl, C 3 -C 7 -halogenocycloalkyl comprising up to 9 halogen atoms that can be the same or different, formyl, substituted or non-substituted C 1 -C 8 -alkylcarbonyl, C 1 -C 8 -halogenoalkylcarbonyl comprising up to 9 halogen atoms that can be the same or different, substituted or non-substituted C 1 -C 8 -alkylsulfanyl, C 1 -C 8 -halogenoalkylsulfanyl comprising up to 9 halogen atoms that can be the same or different, substituted or non-substituted C 1 -C 8 -alkylsulfinyl, C 1 -C 8 -halogenoalkylsulfinyl comprising up to 9 halogen atoms that can be the same or different, substituted or non-substituted C 1 -C 8 -alkylsulfonyl, or C 1 -C 8 -halogenoalkylsulfonyl comprising up to 9 halogen atoms that can be the same or different,
Z 6 represents a hydrogen atom, substituted or non-substituted C 1 -C 8 -alkyl, C 1 -C 8 -halogenoalkyl comprising up to 9 halogen atoms that can be the same or different, substituted or non-substituted C 1 -C 8 -alkoxy-C 1 -C 8 -alkyl, substituted or non-substituted C 2 -C 8 -alkenyl, C 2 -C 8 -halogenoalkenyl comprising up to 9 halogen atoms that can be the same or different, substituted or non-substituted C 2 -C 8 -alkynyl, C 3 -C 8 -halogenoalkynyl comprising up to 9 halogen atoms that can be the same or different, substituted or non-substituted C 3 -C 7 -cycloalkyl, substituted or non-substituted C 3 -C 7 -cycloalkyl-C 1 -C 8 -alkyl, C 3 -C 7 -halogenocycloalkyl comprising up to 9 halogen atoms that can be the same or different, formyl, substituted or non-substituted C 1 -C 8 -alkylcarbonyl, C 1 -C 8 -halogenoalkylcarbonyl comprising up to 9 halogen atoms that can be the same or different, substituted or non-substituted C 1 -C 8 -alkoxycarbonyl, substituted or non-substituted C 1 -C 8 -alkylsulfonyl, C 1 -C 8 -halogenoalkylsulfonyl comprising up to 9 halogen atoms that can be the same or different, phenylsulfo

Assignees

• Bayer Cropscience Ag

Inventors

• Desbordes Philippe
• Rinolfi Philippe
• Tsuchiya Tomoki

Classifications

• C07D405/14

  containing three or more hetero rings · CPC title

• C07D211/12

  with only hydrogen atoms attached to the ring nitrogen atom · CPC title

• C07D403/06 Primary

  linked by a carbon chain containing only aliphatic carbon atoms · CPC title

• A01N61/00

  Biocides, pest repellants or attractants, or plant growth regulators containing substances of unknown or undetermined composition, e.g. substances characterised only by the mode of action · CPC title

• A01N43/56

  1,2-Diazoles; Hydrogenated 1,2-diazoles · CPC title