Synthesis and Fungicidal Activities of 2-Alkoxyiminoacetamides with a 4, 5-Dihydroisoxazole Ring

Abstract

A series of 2-alkoxyiminoacetamides with a 4, 5-dihydroisoxazole ring and their related compounds were synthesized and their fungicidal activities against cucumber downy mildew were assessed. Our studies of the structure-activity relationships revealed that fungicidal activitywas the strongest when the substituents on the amide nitrogen of 2-alkoxyimino-2-cyanoacetamides were 4, 5-dihydroisoxazol-3-ylmethyl groups. Among the compounds examined, 2-cyano-2-methoxyimino-N-(5-methyl-4, 5-dihydroisoxazol-3-ylmethyl) acetamide (12) showed a potent fungicidal activity against cucumber downy mildew.