Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (8): 2122-2129.DOI: 10.6023/cjoc201805036 Previous Articles     Next Articles



周家华a, 戴红a, 钱宏炜a, 杜显超a, 茅心宇a, 石玉军a, 冯浩a, 石健b, 姚勇a   

  1. a 南通大学化学化工学院 南通 226019;
    b 南通大学分析测试中心 南通 226019
  • 收稿日期:2018-05-16 修回日期:2018-06-27 发布日期:2018-06-29
  • 通讯作者: 戴红, 石玉军, 姚勇;;
  • 基金资助:


Synthesis and Biological Activity of New Cyanoacrylate Compounds Bearing Oxazole Moiety

Zhou Jiahuaa, Dai Honga, Qian Hongweia, Du Xianchaoa, Mao Xinyua, Shi Yujuna, Feng Haoa, Shi Jianb, Yao Yonga   

  1. a College of Chemistry and Chemical Engineering, Nantong University, Nantong 226019;
    b Analysis and Testing Center, Nantong University, Nantong 226019
  • Received:2018-05-16 Revised:2018-06-27 Published:2018-06-29
  • Contact: 10.6023/cjoc201805036;;
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21372135), the Research Foundation of the Six People Peak of Jiangsu Province (No. 2013-SWYY-013), and the Science and Technology Project Fund of Nantong City (No. MS22015020) and the Science and Technology Innovation Foundation for the College Students of Jiangsu Province (No. 201810304016Z).

In order to find novel cyanoacrylate derivatives possessing potent bioactivities, a series of novel cyanoacrylates bearing substituted oxazole unit were designed and prepared. The bioassay data indicated that most title compounds had satisfactory herbicidal activities. At the dosage of 750 g/ha, some compounds showed herbicidal activity against Brassica juncea with 80%~100%, Chenopodium serotinum L. with 90%~100%, and Rumex acetosa L. with 80%~100%. 2-Cyano-3-me-thylthio-3-{[4-(2-(4-fluorophenyl)oxazole-4-yl)methylthio]-benzylanimo}acrylic acid (2-methoxy)ethyl ester (11a) and 2-cyano-3-methylthio-3-{[4-(2-(3,4-difluorophenyl)oxazole-4-yl)methylthio]-benzylanimo}acrylic acid (2-methoxy)ethyl ester (11e) displayed herbicidal activity against Alopecurus aequalis Sobol with 70% and 60%, and Polypogon fugax Nees ex Steud with 70% and 60%. Compound 11a showed herbicidal activity against Poa acroleuca Steud with 70%. In addition, the inhibitory rates of compound 11a against Brassica juncea and Rumex acetosa L. were both 40% at the dosage of 150 g/ha.

Key words: cyanoacrylate, oxazole unit, preparation, biological activity