新型杀菌剂醚菌酯的合成研究

Studies on synthesis of kresoxim-methyl as a new class of fungicides

醚菌酯是一种优秀的新型杀菌剂,具有很高的活性,以邻溴甲苯和乙二酰氯单甲酯为原料通过有机铜试剂进行偶联反应得到酮酯,进而与甲氧胺盐缩合得到重要的中间体肟酯,再经溴化后与邻甲苯酚反应最终制得(E)-醚菌酯,本合成路线步骤较少且产率较高,总产率可达到31%.

Kresoxim-methyl is a new class of fungicides derived from Strobilurin and possessed high activity against a wide variety of fungi. In this paper methyl 2-oxo-2-o-tolylacetate was obtained by the cross-coupling reaction of methyl oxalyl chloride and grignard reagent of o-bromotoluene in the presence of cuprous bromide and lithium bromide ,and then condensed with hydroxylamine hydrochloride to give the key intermediate-methyl (E)-2-methoxyimino-2-o-toly-lacetate ; the oxime ester was brominated by NBS and then eterified with o-cresol to give kresoxim-methyl. The method has advantages of short routes and high yield; the total yield was 31%. 