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Metal-free chemoselective hydrogenation of unsaturated carbon–carbon bonds via cathodic reduction

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Abstract

A straightforward protocol for efficient and highly selective hydrogenation of unsaturated carbon–carbon bonds via electrochemical reduction has been reported. A series of chain alkanes and carbonyl compounds are produced under metal-free and external-reductant-free electrolytic conditions. Scale-up experiments have exhibited the potential applications of this protocol in practical synthesis. Deuterium-labelling experiments demonstrate that both DMSO and H2O in the reaction system can provide hydrogen atoms for the reaction.

Graphical abstract: Metal-free chemoselective hydrogenation of unsaturated carbon–carbon bonds via cathodic reduction

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Article information


Submitted
07 May 2020
Accepted
03 Jun 2020
First published
04 Jun 2020

Org. Chem. Front., 2020, Advance Article
Article type
Research Article

Metal-free chemoselective hydrogenation of unsaturated carbon–carbon bonds via cathodic reduction

Y. Qin, J. Lu, Z. Zou, H. Hong, Y. Li, Y. Li, L. Chen, J. Hu and Y. Huang, Org. Chem. Front., 2020, Advance Article , DOI: 10.1039/D0QO00547A

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