The synthesis and fungicidal activity of 2-substituted 1-azol-1-ylmethyl-6-arylidenecyclohexanols
1997
Popkov, S.V. | Kovalenko, L.V. | Bobylev, M.M. | Molchanov, O.Y. | Krimer, M.Z. | Tashchi, V.P. | Putsykin, Y.G.
A number of substituted 2,2-dimethyl-6-arylidene-1-triazol- 1-ylmethylcyclohexanols and 2,2-dimethyl-arylidene-1-imidazol-1-ylmethylcyclo-hexanols were prepared from 2-methylcyclohexanone in four steps: Claisen-Schmidt condensation with substituted benzaldehydes, methylation of the resulting 2-methyl-6-benzylidenecyclohexanones, conversion to the oxiranes by interaction with dimethylsulfonium methylide and reaction of the oxiranes with triazole or imidazole. The compounds obtained were tested for antifungal activity against five phytopathogenic fungi of different taxonomic classes. EC50 values were determined for all compounds. Structure-activity relationships are discussed in broad terms. Some of triazolymethyl-substituted cyclohexanols obtained are more active than triadimenol.
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