有机化学 ›› 2013, Vol. 33 ›› Issue (07): 1490-1495.DOI: 10.6023/cjoc201301052 上一篇    下一篇

研究论文

(E)-7-(4,6-二甲氧基嘧啶-2-氧基)-2,3-二氢-1H-茚-O-取代-1-酮肟醚类衍生物的合成及除草活性研究

李元祥, 晏小红, 陈迪钊, 孙林   

  1. 怀化学院化学与化学工程系 怀化 418008
  • 收稿日期:2013-01-22 修回日期:2013-02-21 发布日期:2013-03-06
  • 通讯作者: 李元祥 E-mail:hhxyliyuanjun@163.com
  • 基金资助:

    湖南省科技计划(No. 2012NK3098);湖南省教育厅科学研究重点(No. 11A092)和湖南省高校产学研合作示范基地(No.[2010]235)资助项目.

Synthesis and Herbicidal Activities of (E)-7-(4,6-Dimethoxypyrimidin-2-yloxy)-2,3-dihydro-1H-inden-O-substituted-1-ketoxime Derivatives

Li Yuanxiang, Yan Xiaohong, Chen Dizhao, Shun Lin   

  1. Department of Chemistry and Chemical Engineering, Huaihua University, Huaihua 418008
  • Received:2013-01-22 Revised:2013-02-21 Published:2013-03-06
  • Supported by:

    Project supported by the Planned Science and Technology Project of Hunan Province (No. 2012NK3098), the Scientific Research Fund of Hunan Provincial Education Department (No. 11A092) and the Cooperation Demonstration Base Project of Hunan Province College (No.[2010]235).

为了发现具有除草活性的新型分子结构, 以苯酚为原料, 设计合成了13个未见文献报道的新化合物(E)-7-(4,6-二甲氧基嘧啶-2-氧基)-2,3-二氢-1H-茚-O-取代-1-酮肟醚类化合物. 化合物的结构通过1H NMR, MS, 元素分析进行了表征确证, 其中目标物6h进一步通过了单晶衍射. 初步生物活性测试结果表明, 在试验浓度下部分化合物显示有一定的除草活性, 其中化合物6i6l对测试杂草表现出20%~40%的抑制活性.

关键词: 嘧啶水杨酸, 茚酮, 合成, 除草活性

The purpose of the study was looking for the novel compounds with herbicidal activities. Thirteen novel (E)-7-(4,6-dimethoxypyrimidin-2-yloxy)-2,3-dihydro-1H-inden-O-substituted-1-ketoximes were designed and synthesized using phenol as starting material. The structures of synthesized compounds were confirmed by 1H NMR, MS, elemental analysis. And the structure of the target 6h was confirmed further by X-ray techniques. The preliminary bioassay showed that some of them exhibited certain herbicidal activities, for example, the inhibition rates of compounds 6i and 6l were 20%~40% against Echinochloa crusgalli, Digiatra sanguinalis, Setaria viridis, Brassica juncea, Amaranthus retroflexus and Chenopodium album at 150 g/hm2.

Key words: pyrimidinylsalicylic acid, indenone, synthesis, herbicidal activity