Citation: Zhang Mingdi, Liu Renrong, Gao Jianrong, Jia Yixia. Nickel-Catalyzed Intramolecular Addition of Aryl Bromides to C=O Bonds[J]. Chinese Journal of Organic Chemistry, ;2017, 37(3): 652-657. doi: 10.6023/cjoc201610009 shu

Nickel-Catalyzed Intramolecular Addition of Aryl Bromides to C=O Bonds

College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014

Corresponding author: Jia Yixia, yxjia@zjut.edu.cn
Received Date: 8 October 2016
Revised Date: 29 November 2016

Fund Project: Project supported by the National Natural Science Foundation of China 21522207Project supported by the National Natural Science Foundation of China 21372202

Figures(1)

A nickel-catalyzed intramolecular Grignard-type addition of aryl bromides to C=O was developed. By using Ni (dppe) Br₂ as a catalyst and zinc powder as a reducing agent, the reactions of 2-((2-bromophenyl) amino)-1-arylethanones proceeded smoothly in 1, 2-dimethoxyethane solvent to afford 3-hydroxyindolines as intermediates, which underwent dehydration reaction to furnish a range of indole derivatives in moderate to excellent yields (up to 90%).
- nickel,
- addition reaction,
- aryl bromide,
- dehydration reaction,
- indole
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