Citation: 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 shu

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

Key Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032

Corresponding author: Zhang Xingang, xgzhang@sioc.ac.cn
Received Date: 15 August 2018
Revised Date: 14 September 2018
Available Online: 14 January 2018
Fund Project: the National Natural Science Foundation of China 21672238the National Natural Science Foundation of China 21425208the National Natural Science Foundation of China 21421002Project 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)the National Natural Science Foundation of China 21332010the Strategic Priority Research Program of the Chinese Academy of Sciences XDB20000000the National Basic Research Program of China 973计划the National Basic Research Program of China 2015CB931900

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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.
- aryl bromide,
- bromodifluoromethane,
- difluoromethylation,
- nickel,
- reductive cross-coupling
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Nickel-Catalyzed Difluoromethylation of (Hetero)aryl Bromides with BrCF₂H