Electrochemical chemoselective hydrogenation of 1,4-enediones with HFIP as the hydrogen donor: scalable access to 1,4-diketones

A straightforward electrochemical protocol for efficient hydrogenation of unsaturated C&z.dbd;C bonds has been reported in an undivided cell. A series of versatile 1,4-diketones are smoothly generated under metal-free and external-reductant-free electrolytic conditions. Moreover, the tolerance o...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2023-11, Vol.21 (43), p.8646-865
Main Authors: Li, Hao-Ran, Guo, Xue-Yang, Guo, Ming-Zhong, Liu, Kui, Wen, Li-Rong, Li, Ming, Zhang, Lin-Bao
Format: Article
Language:English
Subjects:
Diketones
Electrochemistry
Functional groups
Heterocyclic compounds
Hydrogenation
Reducing agents
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Summary:A straightforward electrochemical protocol for efficient hydrogenation of unsaturated C&z.dbd;C bonds has been reported in an undivided cell. A series of versatile 1,4-diketones are smoothly generated under metal-free and external-reductant-free electrolytic conditions. Moreover, the tolerance of various functional groups and decagram-scale experiments have shown the practicability and potential applications of this methodology. Moreover, a range of heterocyclic compounds were easily prepared through follow-up procedures of 1,4-diketones. The first report on the hydrogenation of alkenes with HFIP as the hydrogen donor.
ISSN:1477-0520
1477-0539
DOI:10.1039/d3ob01465g