乙螨唑类衍生物的合成、结构表征及杀螨活性  

synthesis,structural Characterization and acaricidal activity of Etoxazole Derivatives

作　　者：郝春燕[1] 沈小娟[1] 倪珏萍[2] 吴晓伟[1] 卜洪忠[1] 刘敬[1] 李玉峰[1] 

机构地区：[1]南京工业大学理学院,南京211816 [2]江苏省农药研究所有限公司,南京210036

出　　处：《农药》2013年第8期568-572,共5页Agrochemicals

摘　　要：[方法]为寻找高活性的杀螨剂,以乙螨唑为先导化合物,以2,6-二氟苯甲酸为起始原料,经过碘代、酰氯化、氨解得到3-碘-2,6-二氟苯甲酰胺(4),中间体4经过缩合反应、傅克烷基化、关环反应,最后与有机硼酸发生Suzuki偶联反应合成了系列乙螨唑衍生物,其结构经元素分析及核磁共振氢谱分析确证。[结果]生物活性测试结果表明绝大多数新化合物对朱砂叶螨螨卵表现出了较高的生物活性。[结论]通过构效关系分析得知:苯硼酸以及3位吡啶硼酸所合成的衍生物普遍表现出较高的生物活性。[Methods] To seek for high active acaricides, a series of new etoxazole derivatives were designed and synthesized with etoxazole as the lead compound. Using 2,6-difluorobenzoic acid as the starting material, the key intermediate 3-iodo-2,6-difluorobenzamide （4） was obtained through iodinatioin, acylation and ammonolysis. And then, the target compounds were synthesized from 4 through condensation, Friedel-Crafts, intramolecular substitutive cyclization and Suzuki cross coupling reaction with series of organic boric acids. The structures of new derivatives were confirmed by elemental analysis and ]H NMR spectra. [Results] The bioassay results showed that most of them exhibited high acaricidal activity against eggs of vermilion mite（Tetranychus cinnabarinus）. [Conclusions] By SAR analysis, compounds derived from benzene boronic acids and 3-pyridinium boronic exhibited high activity.

关 键 词：乙螨唑 合成 SUZUKI偶联反应 杀螨活性 

分 类 号：TQ454.2[化学工程—农药化工]