α-oxygenated or α-thiolated carboxylic acid phenethylamide derivatives

Abstract

The invention relates to α-oxygenated or α-thiolated carboxylic acid phenethylamide derivatives of the general formula I including the optical isomers thereof and mixtures of such isomers, wherein A stands for optionally substituted aryl or optionally substituted heteroaryl; X is oxygen or sulfur; Y is oxygen or sulfur; Ris hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, haloalkyl, haloalkenyl, haloalkynyl or halocycloalkyl; Ris hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, alkoxy-alkyl, alkoxy-alkenyl, alkoxy-alkynyl, whereof all alkyl-alkenyl-, alkynyl-, or cycloalkyl-groups me be optionally substituted by halogen; or optionally substituted arylalkyl, optionally substituted-aryl-alkenyl, optionally substituted aryl-alkynyl or optionally substituted aryloxy-alkyl; Ris hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkyl-alkyl, alkoxy-alkyl, alkoxy-alkenyl, alkoxy-alkynyl, whereof all alkyl-alkenyl-, alkynyl-, or cycloalkyl-groups me be optionally substituted by halogen; or is optionally substituted aryl-alkyl, optionally substituted aryl-alkenyl, optionally substituted aryl-alkynyl, optionally substituted aryloxy-alkyl, optionally substituted heteroaryl-alkyl, optionally substituted heteroaryl-alkenyl or optionally substituted heteroaryl-alkynyl; Ris alkyl, alkenyl, alkynyl, alkoxy-alkyl, alkoxy, alkenyloxy, alkynyloxy, alkylthio, alkanoyl, alkylamino, dialkylamino, alkoxycarbonyl, whereof all alkyl-alkenyl or alkynyl-groups may be optionally substituted by halogen; or is halogen, cyano, nitro, amino, formyl or carboxyl; Ris hydrogen, alkyl, alkenyl or alkynyl; n is an integer 0, 1, 2, 3, or 4; Brepresents a bridge member —(CRR)— or —(CHRR)-Z-(CRR), wherein q is an integer 2, 3 or 4; r is an integer 0, 1; 2, 3; s is an integer 1, 2 or 3, provided that (r+s) is either 1, 2 or 3; Z is —O—, —S—, —SO— —SO2-, NR—, —CO—, —OOC—, —COO—, —NR—CO— or —CO—NR—; Ris hydrogen or alkyl; R, R, Rand Rindependently of each other are hydrogen or alkyl; and Bis an alkylene bridge. These compounds possess useful plant protecting properties and may advantageously be employed in agricultural practice for controlling or preventing the infestation of plants by phytopathogenic microorganisms, especially fungi.