Synthesis and fungicidal activity of substituted 6-azolylmethyl-7-benzylidenespiro[4.5]decan-6-ols

Abstract

A series of halogen substituted 6-azolylmethyl-7-benzylidenespiro[4.5]decan-6-ols were obtained from spiro[4.5]decan-6-one in three steps: Claisen—Schmidt condensation with substituted benzaldehydes, conversion of 7-benzylidenespiro[4.5]decan-6-ones to oxiranes by reaction with dimethylsulphonium methylide followed by ring opening of oxiranes with 1,2,4-triazole or imidazole. In vitro testing of fungicidal activity of synthesized compounds against seven phytopathogenic fungi showed, that a number of compounds are more active than triadimenol.