有机化学 ›› 2014, Vol. 34 ›› Issue (11): 2324-2330.DOI: 10.6023/cjoc201404020 上一篇    下一篇

研究论文

2-氰基-3-取代丙烯酸(2-乙氧基乙基)酯的合成及除草活性

钟世华, 王春凤, 宋青霞, 范明亮, 刘兵玉, 危冬梅, 刘建兵   

  1. 石化新材料与资源精细利用国家地方联合工程实验室 化学生物学及中药分析省部共建教育部重点实验室 湖南师范大学 长沙 410081
  • 收稿日期:2014-04-12 修回日期:2014-06-05 出版日期:2014-11-25 发布日期:2014-07-01
  • 通讯作者: 刘建兵,liu_jianbing65@yahoo.com.cn E-mail:liu_jianbing65@yahoo.com.cn
  • 基金资助:

    国家自然科学基金(No.20602010)资助项目.

Synthesis and Herbicidal Activities of 2-Ethoxyethyl 2-Cyano-3-(substituted)acrylates

Zhong Shihua, Wang Chunfeng, Song Qingxia, Fan Mingliang, Liu Bingyu, Wei Dongmei, Liu Jianbing   

  1. National & Local Joint Engineering Laboratory for New Petro-chemical Materials and Fine Utilization of Resources, Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education,Hunan Normal University, Changsha 410081
  • Received:2014-04-12 Revised:2014-06-05 Online:2014-11-25 Published:2014-07-01
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No.20602010).

设计并合成了11个2-氰基-3-取代苯胺基-3-甲硫基丙烯酸(2-乙氧基乙基)酯(2)和11个2-氰基-3-取代苯基脲基丙烯酸(2-乙氧基乙基)酯(5)两类光合作用光系统Ⅱ (PSⅡ)电子传递抑制剂, 目标化合物的结构均经1H NMR, 13C NMR和质谱分析确证, 生物活性测试结果表明: 部分化合物2对双子叶杂草表现出良好的选择性和除草活性, 化合物5苯环上间位有取代基时有一定的除草活性.

关键词: 氰基丙烯酸酯, 苯基脲, PSⅡ抑制剂, 除草活性

Eleven new 2-ethoxyethyl 2-cyano-3-(substituted)anilino-3-methylthio acrylates (2) and eleven new 2-ethoxyethyl 2-cyano-3-(substituted)phenylureidoacrylates (5) were synthesized as herbicidal inhibitors of photosystem Ⅱ (PSⅡ) electron transport, and their structures were confirmed by 1H NMR, 13C NMR and mass spectrum analysis. Biological activity tests showed that some of compounds 2 have good selectivity and activity against dicotyledonous weeds. Compounds 5 bearing a group at the 3-position in benzene ring exhibite some degree of herbicidal activities.

Key words: cyanoacrylate, phenylurea, inhibitor of PSⅡ, herbicidal activity