Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (5): 1117-1126.DOI: 10.6023/cjoc201702020 Previous Articles     Next Articles

Special Issue: 热点论文合辑



刘路, 张俊良   

  1. 华东师范大学化学与分子工程学院 上海市绿色化学与化工过程绿色化重点实验室 上海 200241
  • 收稿日期:2017-02-16 修回日期:2017-03-10 发布日期:2017-03-14
  • 通讯作者: 刘路
  • 基金资助:


Development of Transition-Metal-Catalyzed C(sp2)-H Functionalization of Arenes with Diazo Compounds

Liu Lu, Zhang Junliang   

  1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200241
  • Received:2017-02-16 Revised:2017-03-10 Published:2017-03-14
  • Contact: 10.6023/cjoc201702020
  • Supported by:

    Project supported by the Shanghai Pujiang Program (No. 14PJ1403100), the National Basic Research Program of China (973 Program, No. 2015CB856600), the National Natural Science Foundation of China (Nos. 21372084, 21425205, 21572065), and the Changjiang Scholars and Innovative Research Team in University.

C-H bond functionalization has been one of the most important subject in chemistry. How to control the site selectivity of C-H bond is the key issue and remain challenge. Transition-metal-catalyzed organic tranformation of diazo compounds, such as X-H (X=O, N, S, etc.) insertion, cyclopropanation, cross-coupling reactions and C(sp3)-H functionalization, have been well established, whereas the C(sp2)-H functionalization using diazo compounds is less developed. This review will summarize the progress in transition-metal-catalyzed C(sp2)-H functionalization of arenes with diazo compounds. To realize the site selectivity, two strategies are utilized. One is directed C-H activation, which gives the ortho-selective C-H functionalization products. The other is undirected approach, which normally exhibits para-selectivity. In order to understand these reactions, the mechanisms for selected examples are also provided.

Key words: tansition-metal-catalysis, diazo compound, arene, C-H bond functionalization, site selective