Electrochemical nickel-catalysed defluoroalkylation of gem -difluoroalkenes with alkyl halides

Herein, a direct and efficient electrochemical method for the synthesis of monofluoroalkene products was promoted using gem -difluoroalkenes and unactivated alkyl halides as starting materials with a nickel catalyst. A plausible mechanism involving an alkyl radical intermediate was proposed based on...

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Bibliographic Details
Published in:Green chemistry : an international journal and green chemistry resource : GC 2023-10, Vol.25 (20), p.7952-7958
Main Authors: Liu, Yin, Li, Pengfei, Tan, Jun, Kou, Guangsheng, Ma, Dengke, Qiu, Youai
Format: Article
Language:English
Subjects:
Catalysts
Electrochemistry
Functional groups
Green chemistry
Halides
Nickel
Substrates
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Summary:Herein, a direct and efficient electrochemical method for the synthesis of monofluoroalkene products was promoted using gem -difluoroalkenes and unactivated alkyl halides as starting materials with a nickel catalyst. A plausible mechanism involving an alkyl radical intermediate was proposed based on detailed mechanistic studies. Accompanied by the advantages of electrochemistry, the broad substrate scope of primary, secondary, and tertiary alkyl halides, and excellent functional group tolerance, as well as good Z -selectivity and late-stage modification of bio-relevant molecules made the established method greener and more economic, which could make it further applicable in organic synthesis and drug discovery.
ISSN:1463-9262
1463-9270
DOI:10.1039/D3GC02814C