Issue 79, 2022

Electrochemical deoxygenative reduction of ketones

Abstract

Electrochemical reduction via paired electrolysis has been used to achieve deoxygenative reduction of ketones. As a result of the complexing of ketones with the triphenylphosphine radical cation generated by anodic oxidation, the reduction of carbonyl groups occurs readily. Through spontaneous β-scission of phosphoranyl radicals, C–O bonds are cleaved to form benzylic radical intermediates. These radical species are either able to abstract hydrogen from MeCN or undergo reduction at the cathode to give carbanions, upon workup forming reductive hydrogenation of ketones.

Graphical abstract: Electrochemical deoxygenative reduction of ketones

Supplementary files

Article information

Article type
Communication
Submitted
16 Aug 2022
Accepted
07 Sep 2022
First published
08 Sep 2022

Chem. Commun., 2022,58, 11155-11158

Electrochemical deoxygenative reduction of ketones

K. Sun, Z. Xu, V. Ramadoss, L. Tian and Y. Wang, Chem. Commun., 2022, 58, 11155 DOI: 10.1039/D2CC04548F

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