Chinese Journal of Organic Chemistry >
Development of Transition-Metal-Catalyzed C(sp2)-H Functionalization of Arenes with Diazo Compounds
Received date: 2017-02-16
Revised date: 2017-03-10
Online published: 2017-03-14
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.
Liu Lu , Zhang Junliang . Development of Transition-Metal-Catalyzed C(sp2)-H Functionalization of Arenes with Diazo Compounds[J]. Chinese Journal of Organic Chemistry, 2017 , 37(5) : 1117 -1126 . DOI: 10.6023/cjoc201702020
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