催化学报 ›› 2013, Vol. 34 ›› Issue (9): 1644-1650.DOI: 10.1016/S1872-2067(12)60617-2

• 研究论文 • 上一篇    下一篇

基于C-H键活化的铜催化二苄胺氧化酰胺化反应

胡金金a,b, 左秀锦b, 黄汉民a   

  1. a 中国科学院兰州化学物理研究所羰基合成与选择氧化国家重点实验室, 甘肃兰州 730000;
    b 大连大学环境与化学工程学院, 辽宁大连 116622
  • 收稿日期:2013-04-24 修回日期:2013-05-13 出版日期:2013-09-16 发布日期:2013-08-28
  • 通讯作者: 黄汉民
  • 基金资助:

    国家自然科学基金(21172226, 21133011和21222203).

Copper-catalyzed oxidative amidation of dibenzylamines via C-H bond activation

Jinjin Hua,b, Xiujin Zuob, Hanmin Huanga   

  1. a State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, Gansu, China;
    b Department of Environment and Chemical Engineering, Dalian University, Dalian 116622, Liaoning, China
  • Received:2013-04-24 Revised:2013-05-13 Online:2013-09-16 Published:2013-08-28
  • Supported by:

    This work was supported by the National Natural Science Foundation of China (21172226, 21133011 and 21222203).

摘要:

基于铜催化的C-H键活化构建了一类高效的二苄胺氧化酰基化生成N-苄基苯甲酰胺的反应. 该反应使用CuBr作为催化剂, 二乙酸碘苯作为氧化剂, 在温和条件下生成两种酰胺, 总产率最高可达92.0%. CuBr催化剂价廉易得, 催化活性高. 同时这也是首次使用二乙酸碘苯作为氧化剂, 通过二苄胺的直接氧化酰基化反应合成N-苄基苯甲酰胺.

关键词: C-H键活化, 铜催化剂, 二乙酸碘苯, 氧化酰基化, 二苄胺

Abstract:

A new method has been developed for the oxidative amidation of dibenzylamines to construct N-benzylbenzamides via C-H bond activation. This new method allows for the formation of two amide products from a single dibenzylamine starting material in good yields using CuBr as a catalyst and diacetoxyiodobenzene as an oxidant under mild reaction conditions. The catalyst system performed efficiently, and this study represents the first reported use of diacetoxyiodobenzene as an oxidant for the oxidative amidation of dibenzylamines to the corresponding N-benzylbenzamides.

Key words: C-H bond activation, Copper catalyst, Diacetoxyiodobenzene, Oxidative amidation, Dibenzylamine