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Chinese Journal of Organic Chemistry >

2019 , Vol. 39 >Issue 1: 215 - 222

DOI: https://doi.org/10.6023/cjoc201808014

Articles

Nickel-Catalyzed Difluoromethylation of (Hetero)aryl Bromides with BrCF2H

  • Gao Xing ,
  • He Xu ,
  • Zhang Xingang
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  • Key Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032

Received date: 2018-08-15

  Revised date: 2018-09-14

  Online published: 2018-10-12

Supported by

Project supported by the National Basic Research Program of China (973 Program, No. 2015CB931900), the National Natural Science Foundation of China (Nos. 21425208, 21672238, 21332010, 21421002), and the Strategic Priority Research Program of the Chinese Academy of Sciences (No. XDB20000000).

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Abstract

A nickel-catalyzed direct difluoromethylation of (hetero)aryl bromides with bromodifluoromethane (BrCF2H) is described. This reaction features high efficiency, broad substrate scope and high functional group tolerance, providing a cost-efficient and straightforward route for applications in medicinal chemistry. Preliminary mechanistic studies reveal that a nickel-based, reductive cross-coupling catalytic cycle is involved in the reaction.

Key words： aryl bromide; bromodifluoromethane; difluoromethylation; nickel; reductive cross-coupling

Cite this article

Gao Xing , He Xu , Zhang Xingang . Nickel-Catalyzed Difluoromethylation of (Hetero)aryl Bromides with BrCF2H[J]. Chinese Journal of Organic Chemistry, 2019 , 39(1) : 215 -222 . DOI: 10.6023/cjoc201808014

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