Design, Synthesis, and Fungicidal Activity of 2-Alkylthio-5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazoles

Abstract

A procedure was developed for preparing 2-alkylthio-5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazoles by alkylation of 5-(1Н-1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazole-2-thione with β-bromophenetoles in the presence of triethylamine in acetone with up to 90% yield. The in vitro tests of the target compounds for fungicidal activity toward six species of phytopathogenic fungi of different taxonomic classes show that the S-halophenoxyethyl-substituted derivatives surpass a reference fungicide, Triadimefon, in the activity toward Venturia inaequalis, Rhizoctonia solani, and Bipolaris sorokiniana.