Citation: 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 shu

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

Liu Lu ^*,, ,
Zhang Junliang ^*,,

Shanghai Key Laboratory of Green Chemistry and Chemical Processes, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200241

Corresponding author: Liu Lu, lliu@chem.ecnu.edu.cn Zhang Junliang,
Received Date: 16 February 2017
Revised Date: 10 March 2017

Fund Project: the National Natural Science Foundation of China Nos. 21372084the National Natural Science Foundation of China 21425205the National Natural Science Foundation of China 21572065the National Basic Research Program of China No. 2015CB856600the National Basic Research Program of China 973 Programthe Shanghai Pujiang Program No. 14PJ1403100

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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.
- tansition-metal-catalysis,
- diazo compound,
- arene,
- C-H bond functionalization,
- site selective
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Development of Transition-Metal-Catalyzed C(sp2)-H Functionalization of Arenes with Diazo Compounds

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