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Synthesis and Fungicidal Activities of (alfa-Methoxybenzyl)isoxazoles
Hiroyuki KAI, Tsuneo ICHIBA, Toshikazu OHTSUKA, Akira TAKASE and Michio MASUKO
J. Pestic. Sci.
25, 240-246 (2000)
A series of (alfa-methoxybenzyl)isoxazole derivatives (I) were synthesized and their fungicidal activities were assessed. Studies of the structure-activity relationship revealed the strongest fungicidal activity when the isoxazole moiety was comprised of a 3-methyl-5-isoxazolyl group. When position-2 of the phenyl ring in the benzyl moiety was substituted with a 4-phenyl-2,3-diaza-1,3-pentadienyl group, good fungicidal activity was achieved. When the benzene ring in the 4-phenyl-2,3-diaza-1,3-pentadienyl moiety was substituted with a 4-bromo, 4-trifluoromethoxy or 3,4-dichloro group, good fungicidal activity was obtained. Among the 29 compounds examined, 5-[2-{4-(4-bromophenyl)-2,3-diaza-1,3-pentadienyl}-y-methoxybenzyl]-3-methylisoxazole (23) showed potent activities against cucumber powdery mildew and cucumber downy mildew.
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