Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (12): 2595-2603.DOI: 10.6023/cjoc201505047 Previous Articles     Next Articles



徐姗姗a, 张敏a, 张丽a, 蒋海芳a, 朱宁a, 宋力平a,b, 邓红梅c   

  1. a 上海大学理学院化学系 上海 200444;
    b 中国科学院上海有机化学研究所 有机氟化学重点实验室 上海 200032;
    c 上海大学微结构重点实验室 上海 200444
  • 收稿日期:2015-05-28 修回日期:2015-06-22 发布日期:2015-08-25
  • 通讯作者: 张敏, 宋力平;
  • 基金资助:

    国家自然科学基金(Nos. 21272153, 21072128)资助项目.

Synthesis of Novel 3-Aryl-isoxazoles Bearing 5-Aryloxymethyl or 5-Arylaminomethyl Linkage System as Potential Pesticides

Xu Shanshana, Zhang Mina, Zhang Lia, Jiang Haifanga, Zhu Ninga, Song Lipinga,b, Deng Hongmeic   

  1. a Department of Chemistry, School of Science, Shanghai University, Shanghai 200444;
    b Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032;
    c Laboratory for Microstructures, Shanghai University, Shanghai 200444
  • Received:2015-05-28 Revised:2015-06-22 Published:2015-08-25
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21272153, 21072128).

A new class of 3-aryl-5-aryloxymethylisoxazole derivatives and 3-aryl-5-arylaminomethyl (or 5-benzylamino- methyl) isoxazole derivatives were designed and efficiently synthesized by nucleophilic substitution reaction of 3-aryl-5-bro- momethylisoxazole (1) with the corresponding phenols or anilines (or benzyl amines), respectively. All of the target compounds were characterized by 1H NMR, IR, MS and elemental analysis. Besides, a biological activity study was performed to evaluate the mortality of 3-aryl-5-aryloxy-methylisoxazoles (3) towards Aphis crassivora. Particularly, 3-(2-cyanophenyl)-5- (2-chrolophenoxymethyl)isoxazole (3p) demonstrated a moderate biological activity.

Key words: isoxazole derivatives, aryloxy(amino)methyl linkage, synthesis, insecticidal activity