THE SYNTHESIS AND FUNGICIDAL ACTIVITY OF 2-SUBSTITUTED 1-AZOL-1-YLMETHYL-6-ARYLIDENECYCLOHEXANOLS

A number of substituted thyl-6-arylidene-1-triazol-1-ylmethylcyclohexa nols and hyl-6-arylidene-1-imidazol-1-ylmethylcyclohexanols were prepa red from 2-methylcyclohexanone in four steps: Claisen-Schmidt condensa tion with substituted benzaldehydes, methylation of the resulting 2-me thyl-6-benzylidenecyclohexanones, conversion to the oxiranes by intera ction with dimethylsulfonium methylide and reaction of the oxiranes wi th triazole or imidazole. The compounds obtained were tested for antif ungal activity against five phytopathogenic fungi of different taxonom ic classes. EC(50) values were determined for all compounds. Structure -activity relationships are discussed in broad terms. Some of triazoly methyl-substituted cyclohexanols obtained are more active than triadim enol.