Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (9): 1800-1805.DOI: 10.6023/cjoc201403026 Previous Articles     Next Articles


宁国慧a, 赵温涛a, 边强b, 唐向阳a   

  1. a 天津大学理学院化学系, 天津 300072;
    b 南开大学国家农药工程研究中心, 天津 300071
  • 收稿日期:2014-03-11 修回日期:2014-04-19 发布日期:2014-05-07
  • 通讯作者: 唐向阳
  • 基金资助:

    国家自然科学青年基金(No. 21205086)资助项目.

Synthesis and Fungicidal Activity of Some 3,5-Disubstituted Isoxazoline Derivatives

Ning Guohuia, Zhao Wentaoa, Bian Qiangb, Tang Xiangyanga   

  1. a Department of Chemistry, Tianjin University, Tianjin 300072;
    b National Pesticide Engineering Research Center, Nankai University, Tianjin 300071
  • Received:2014-03-11 Revised:2014-04-19 Published:2014-05-07
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21205086).

Various substituted benzaldehydes reacted with hydroxylamine hydrochloride, followed by the chlorination with N-chlorosuccinimide (NCS), to form the corresponding chlorobenzaldehyde oximes, which then underwent the 1,3-dipolar cycloaddition reaction with N-vinylpyrrolidone, N-vinylpyridine and 4-vinylpyridine, respectively, to generate fifteen novel compounds containing isoxazoline ring. All the title compounds have been characterized by 1H NMR, 13C NMR, and HRMS. Preliminary biological activity tests in vitro indicated that compounds 3e~3o displayed excellent fungicidal activity against C. arachidicola, P. piricola, A. solani, F. graminearum, P. capsici, S. sclerotiorum, and R. solani in the test concentration, compound 3b displayed excellent fungicidal activity against B. cinerea, and compound 3c displayed excellent fungicidal activity against A. solani, C. arachidicola and S. Sclerotiorum.

Key words: 1,3-dipolar cycloaddition, isoxazoline, synthesis, structure characterization, fungicidal activity