Issue 6, 2016
From the journal:

Chemical Communications

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

Jing-Hui Liu,a   Mian Cui,a   Xiao-Yu Lu,a   Zhen-Qi Zhang,a   Bin Xiao*a  and  Yao Fu*a  

* Corresponding authors

a iChEM, CAS Key Laboratory of Urban Pollutant Conversion, Anhui Province Key Laboratory of Biomass Clean Energy, Department of Chemistry, University of Science and Technology of China, Hefei 230026, China
E-mail: binxiao@ustc.edu.cn, fuyao@ustc.edu.cn

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

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Article information

DOI
https://doi.org/10.1039/C5CC08393A
Article type
Communication
Submitted
09 Oct 2015
Accepted
16 Nov 2015
First published
27 Nov 2015

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

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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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