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

doi:10.6023/cjoc201702020

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

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过渡金属催化重氮化合物参与的芳烃碳（sp²）-氢键官能团化研究进展

刘路, 张俊良

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 E-mail:lliu@chem.ecnu.edu.cn
基金资助:
上海市浦江人才计划（No.14PJ1403100）、科技部国家重点基础研究计划（973计划，No.2015CB856600）、国家自然科学基金（Nos.21372084，21425205，21572065）和长江学者与创新团队发展计划资助项目.

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

Received:2017-02-16 Revised:2017-03-10 Published:2017-03-14
Contact: 10.6023/cjoc201702020 E-mail:lliu@chem.ecnu.edu.cn
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

Cite this article

Liu Lu, Zhang Junliang. Development of Transition-Metal-Catalyzed C(sp²)-H Functionalization of Arenes with Diazo Compounds[J]. Chin. J. Org. Chem., 2017, 37(5): 1117-1126.

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过渡金属催化重氮化合物参与的芳烃碳（sp²）-氢键官能团化研究进展

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

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过渡金属催化重氮化合物参与的芳烃碳（sp2）-氢键官能团化研究进展