Issue 47, 2017

Selective C–H bond electro-oxidation of benzylic acetates and alcohols to benzaldehydes

Abstract

A chemical oxidant-free and mediator-free, direct electro-oxidation of both benzylic alcohols and benzylic esters are reported. The scope of the reaction is explored as a function of both steric and electronic effects. Expansion of the scope to non-benzylic and heteroaryl substrates is investigated. Functionalisation of esters and alcohols selectively to the aldehyde oxidation level using a traceless electron approach is reported.

Graphical abstract: Selective C–H bond electro-oxidation of benzylic acetates and alcohols to benzaldehydes

Supplementary files

Article information

Article type
Paper
Submitted
14 Sep 2017
Accepted
14 Nov 2017
First published
14 Nov 2017
This article is Open Access
Creative Commons BY license

Org. Biomol. Chem., 2017,15, 10010-10015

Selective C–H bond electro-oxidation of benzylic acetates and alcohols to benzaldehydes

M. R. Barone and A. M. Jones, Org. Biomol. Chem., 2017, 15, 10010 DOI: 10.1039/C7OB02300F

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