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新型含氟杀菌剂trifloxystrobin的合成研究

Studies on synthesis of trifloxystrobin as a new class of fluoro-fungicides

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【作者】 李焰周叶兵张洪权朱翔闫文中刘钊杰

【Author】 LI Yan~(1,2), ZHOU Ye-bing~2, ZHANG Hong-quan~2, ZHU Xiang~2, YAN Wen-zhong~2, LIU Zhao-jie~1 (1.Institute of Pesticide Chemistry, Central China Normal University, Wuhan 430079; 2. School of Chemistry and Material Science, Hubei University, Wuhan 430062)

【机构】 华中师范大学化学学院农药化学研究所湖北大学化学与材料科学学院华中师范大学化学学院农药化学研究所 武汉430079湖北大学化学与材料科学学院武汉430062武汉430062武汉430079

【摘要】 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(E) 间三氟甲基苯乙酮肟反应最终制得(αE,E) trifloxystrobin,本合成路线步骤较少且产率较高,总产率可达到25%.

【Abstract】 Trifloxystrobin is a new class of fluoro-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 etherified with (E)-3-trifluoromethylacetophenone oxime to give (αE,E)-trifloxystrobin. The method has advantages of short routes and high yield; the total yield was 25%.

【基金】 湖北省自然科学基金资助项目(2002AB091).
  • 【文献出处】 华中师范大学学报(自然科学版) ,Journal of Central China Normal University(Natural Sciences) , 编辑部邮箱 ,2005年01期
  • 【分类号】TQ455
  • 【被引频次】31
  • 【下载频次】496
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