有机化学 ›› 2017, Vol. 37 ›› Issue (10): 2717-2724.DOI: 10.6023/cjoc201704039 上一篇    下一篇

研究论文

新型含4-取代-1,3-环戊二酮结构的三酮类化合物的合成与除草活性研究

徐海珍a, 谢丽芬b, 韩廷锋b, 何敬立b, 朱有全b   

  1. a 天津师范大学化学学院 天津 300387;
    b 南开大学化学学院 元素有机化学国家重点实验室 天津 300071
  • 收稿日期:2017-04-24 修回日期:2017-05-10 发布日期:2017-06-07
  • 通讯作者: 徐海珍, 朱有全 E-mail:hxxyxhz@mail.tjnu.edu.cn;zyq8165@nankai.edu.cn
  • 基金资助:

    国家自然科学基金(Nos.21072108,21372134)资助项目.

Synthesis,Herbicidal Activities of Novel Triketone Compounds Containing 4-Substituted Cyclopentane-1,3-dione Moiety

Xu Haizhena, Xie Lifenb, Han Tingfengb, He Jinglib, Zhu Youquanb   

  1. a College of Chemistry, Tianjin Normal University, Tianjin 300387;
    b State Key Laboratory of Elemento-organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071
  • Received:2017-04-24 Revised:2017-05-10 Published:2017-06-07
  • Contact: 10.6023/cjoc201704039 E-mail:hxxyxhz@mail.tjnu.edu.cn;zyq8165@nankai.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos.21072108,21372134).

为了发现具有良好生物活性的新型先导化合物,在综合多种高活性化合物结构特点的基础上,设计合成了一系列含4-取代-1,3-环戊二酮结构的三酮类化合物.以1,3-环戊二酮为原料,经六步反应制得目标物,其结构经IR,1H NMR及高分辨质谱确证,并对该类化合物合成方法进行了探讨.初步室内生测结果表明,部分化合物对油菜表现出明显的抑制活性,在100 mg/L浓度下对油菜的抑制率达到80%以上.在1500 g/ha施药量情况下,部分化合物对油菜的土壤处理和茎叶处理均呈现出很好的防除效果,抑制率达到90%以上.

关键词: 三酮, 4-取代-1,3-环戊二酮, 合成, 除草活性

To find new lead compounds with muti-bioactivities, a series of novel triketone derivatives containing 4-substituted cyclopentane-1,3-dione were designed on the base of various commercial products. The target compounds were synthesized from cyclopentane-1,3-dione in six steps. Their structures were confirmed by IR, 1H NMR spectra and HRMS. The preliminary greenhouse bioassay results indicated that some compounds showed obvious inhibition effects against Brassica campestris, and the inhibition rate was more than 80% at 100 μg/mL. In the pre-and post-emergence, some of them exhibited excellent herbicidal activities against Brassica campestris, and the herbicidal activity was more than 90% at 1500 g/ha.

Key words: triketone, 4-substituted cyclopentane-1,3-dione, synthesis, herbicidal activity