Issue 6, 2016

Unprecedented copper-mediated oxidative demethylation of propionamides via bidentate-chelation assistance

Abstract

A copper-mediated directed demethylation of propionamides has been developed. This reaction proceeds predominantly at the α-methyl groups of aliphatic amides with high efficiency and provides a unique tool for the direct cleavage of unactivated C(sp3)–C(sp3) bonds. The directing groups can be smoothly removed to afford the corresponding alkyl carboxylic acids.

Graphical abstract: Unprecedented copper-mediated oxidative demethylation of propionamides via bidentate-chelation assistance

Supplementary files

Article information

Article type
Communication
Submitted
09 Oct 2015
Accepted
16 Nov 2015
First published
27 Nov 2015

Chem. Commun., 2016,52, 1242-1245

Author version available

Unprecedented copper-mediated oxidative demethylation of propionamides via bidentate-chelation assistance

J. Liu, M. Cui, X. Lu, Z. Zhang, B. Xiao and Y. Fu, Chem. Commun., 2016, 52, 1242 DOI: 10.1039/C5CC08393A

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