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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.

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Correspondence to S. V. Popkov.

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Dedicated to Academician of the Russian Academy of Sciences N. S. Zefirov on the occasion of his 80th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 0513—0518, February, 2016.

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Popkov, S.V., Makarenko, A.A. & Nikishin, G.I. Synthesis and fungicidal activity of substituted 6-azolylmethyl-7-benzylidenespiro[4.5]decan-6-ols. Russ Chem Bull 65, 513–518 (2016). https://doi.org/10.1007/s11172-016-1331-1

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  • DOI: https://doi.org/10.1007/s11172-016-1331-1

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