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


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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.

About the authors

S. V. Popkov

D. I. Mendeleev University of Chemical Technology of Russia

Author for correspondence.
Email: popkovsv@rctu.ru
Russian Federation, 9 Miusskaya pl., Moscow, 125047

A. A. Makarenko

D. I. Mendeleev University of Chemical Technology of Russia

Email: popkovsv@rctu.ru
Russian Federation, 9 Miusskaya pl., Moscow, 125047

G. I. Nikishin

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

Email: popkovsv@rctu.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991

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