有机化学 ›› 2019, Vol. 39 ›› Issue (6): 1761-1766.DOI: 10.6023/cjoc201901015 上一篇    下一篇

所属专题: 金属有机化学

研究论文

N,O-双齿螯合作用下铜促进的C-H键直接硝基化反应

王云龙a, 张林宝b, 牛俊龙a, 宋毛平a   

  1. a 郑州大学化学与分子工程学院 郑州 450001;
    b 青岛科技大学化学与分子工程学院 青岛 266042
  • 收稿日期:2019-01-11 修回日期:2019-02-25 出版日期:2019-06-25 发布日期:2019-03-08
  • 通讯作者: 牛俊龙, 宋毛平 E-mail:niujunlong@zzu.edu.cn;mpsong@zzu.edu.cn
  • 基金资助:

    国家自然科学基金(Nos.21772179,21672192)和河南省高校科技创新人才计划(No.19HASTIT038)资助项目.

Copper-Promoted Direct Nitration of Arenes Assisted by an N,O-Bidentate Directing System

Wang Yunlonga, Zhang Linbaob, Niu Junlonga, Song Maopinga   

  1. a College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001;
    b College of Chemistry and Molecular Engineering, Qingdao University of Science & Technology, Qingdao 266042
  • Received:2019-01-11 Revised:2019-02-25 Online:2019-06-25 Published:2019-03-08
  • Contact: 10.6023/cjoc201901015 E-mail:niujunlong@zzu.edu.cn;mpsong@zzu.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21772179, 21672192), the Program for Science & Technology Innovation Talents in Universities of Henan Province (No. 19HASTIT038).

以廉价易得的亚硝酸钠为硝基来源,N,O-双齿配体为导向基团,实现了一种廉价铜盐催化的芳烃C-H键的直接硝基化反应.该反应对绝大多数酰胺底物容忍性好,并以中等至良好的收率得到相应的硝基羧酸衍生物,为芳香硝基化合物的合成提供了一种廉价、易操作的方法.

关键词: C-H键活化, 双齿导向, 铜催化, 硝基化

Cu(Ⅱ)-promoted C-H nitration of arenes has been disclosed with the aid of N,O-bidentate directing group. The protocol was operationally simple by using NaNO2as the nitration source. Various amide substrates were tolerated in the reaction system, which establishes opportunities for developing simple and facile methods, and enriches the strategies to access aromatic nitro derivatives.

Key words: C-H activation, bidentate direction, Cu-catalyzed, nitration