有机化学 ›› 2007, Vol. 27 ›› Issue (02): 228-234. 上一篇    下一篇

研究论文

一种结构新颖的肟醚类化合物的合成及其生物活性研究

吐松a,徐龙鹤*,a,于春睿a,张弘b,李志念b   

  1. (a大连理工大学精细化工国家重点实验室 大连 116012)
    (b沈阳化工研究院 沈阳 110021)
  • 收稿日期:2006-04-24 修回日期:2006-05-30 发布日期:2007-01-30
  • 通讯作者: 徐龙鹤

Synthesis and Biological Activities of Novel Oxime Ethers

TU Songa, XU Long-He*,a, YU Chun-Ruia, ZHANG Hongb, LI Zhi-Nianb   

  1. (a State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012)
    (b Shenyang Research Institute of Chemical Industry, Shenyang 110021)
  • Received:2006-04-24 Revised:2006-05-30 Published:2007-01-30
  • Contact: XU Long-He

以苯并五元环为基本结构对肟醚类strobilurin杀菌剂侧链进行修饰, 共设计合成了13个结构新颖的肟醚类化合物. 室内生物活性测试结果表明所合成的化合物对小麦白粉病(Eryiphe graminis)和黄瓜霜霉病(Pseudoperonospora cubensis)均具有优异的抑菌活性, 而所合成的部分茚取代肟醚类化合物还具有广谱的杀虫活性. 同时, 用钯催化“一锅法”反应以较高的收率合成了关键中间体2-乙酰基茚衍生物.

关键词: strobilurin, 抑菌活性, 钯催化, 2-乙酰基茚, 肟醚

Thirteen novel oxime ethers were designed and synthesized by modifying the side chain of oxime ether strobilurin fungicide with a benzopentatomic ring as the essential structure. Biological activity testing on these compounds showed that they all had good fungicidal activities against Eryiphe graminis and Pseudoperonospora cubensis. Indene-substituted compounds also had insecticidal activities. The key intermediate 2-acetylindene compounds were synthesized by one-pot palladium-catalyzed reaction in good yields.

Key words: strobilurin, 2-acetylindene, fungicidal activity, palladium-catalyzed, oxime ether