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电化学反转溴代反应:吲哚 C-H 键的无过渡金属溴化反应。

Electrochemical Umpolung of Bromide: Transition-Metal-Free Bromination of Indole C⁻H Bond.

机构信息

Shandong Provincial Key Laboratory of Molecular Engineering, School of Chemistry and Pharmaceutical Engineering, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250353, China.

Faculty of Science and Forestry, University of Eastern Finland, 80101 Joensuu, Finland.

出版信息

Molecules. 2019 Feb 15;24(4):696. doi: 10.3390/molecules24040696.

Abstract

A facile and sustainable electrochemical umpolung of bromide ion protocol was developed under mild reaction conditions. Transition metal catalysts and exogenous chemical oxidants were obviated for the bromination of C⁻H bond. Notably, graphite rod, which is commercially available at supermarkets and is inexpensive, was employed as the electrode material. This operationally easy and environmentally friendly approach accomplished the synthesis of 3-bromoindole in excellent yield and regioselectivity.

摘要

发展了一种在温和反应条件下简便且可持续的溴离子电化学反转策略。该溴化 C-H 键的方法无需过渡金属催化剂和外加化学氧化剂。值得注意的是,我们使用了在超市中可轻易获得且价格低廉的石墨棒作为电极材料。这种操作简单且环境友好的方法以优异的收率和区域选择性实现了 3-溴吲哚的合成。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d18c/6412264/33e0d043dba7/molecules-24-00696-sch001.jpg

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