有机化学 ›› 2017, Vol. 37 ›› Issue (12): 3112-3129.DOI: 10.6023/cjoc201706006 上一篇    下一篇

综述与进展

过渡金属催化芳香烃C-H活化/C-O键偶联反应的研究进展

丁怀伟, 李娟, 郭庆辉, 肖琰   

  1. 沈阳药科大学 基于靶点的药物设计与研究教育部重点实验室 沈阳 110016
  • 收稿日期:2017-06-04 修回日期:2017-07-28 发布日期:2017-08-16
  • 通讯作者: 肖琰 E-mail:xiaoyan@syphu.edu.cn
  • 基金资助:

    辽宁省自然科学基金(No.2015020745)资助项目.

Research Progress on Transition-Metal-Catalyzed C-H Activation/C-O Coupling Reaction of Arenes

Ding Huaiwei, Li Juan, Guo Qinghui, Xiao Yan   

  1. Key Laboratory of Structure-Based Drug Design & Discovery of Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016
  • Received:2017-06-04 Revised:2017-07-28 Published:2017-08-16
  • Contact: 10.6023/cjoc201706006 E-mail:xiaoyan@syphu.edu.cn
  • Supported by:

    Project supported by the Natural Science Foundation of Liaoning Province (No. 2015020745).

C-H活化直接从C-H键出发,不需要对底物进行预先官能团化就能够直接构建C-O键,具有简单快速、原子经济等特点.过渡金属催化的芳香烃C-H活化/C-O偶联反应已成为构建酚、芳基醚和酚酯等多种有机化合物的重要方法,是当前有机化学的研究热点之一.按照不同种类的过渡金属(钯、铜、钌和钴等)和反应类型进行分类,综述了近年来过渡金属催化的芳香烃C-H活化/C-O偶联反应的研究进展,并对代表性反应的机理做了简要说明和比较.另外,对这一领域目前所存在的问题和局限性进行分析,并对未来的发展方向进行了展望.

关键词: C-H键活化, C-O键偶联, 酚, 芳基醚, 酚酯

Transition metal catalyzed C-H activation/C-O coupling reaction of arenes serves as a powerful strategy for constructing phenols, aryl ethers and phenolic esters, and thus represents a hot topic in the field of organic chemistry. This strategy is effective and atom-economic as it allows people to construct C-O bond directly from arenes, avoiding pre-functionalization of arenes. Recent development on transition metal catalyzed C-H activation/C-O coupling reactions according to different species of transition metal catalysts is summarized. Possible mechanisms of typical protocols are explained and compared. Existing problems and limitations, and a brief outlook in this field is also presented.

Key words: C-H activation, C-O coupling, phenol, aryl ether, phenolic ester