Issue 48, 2017

CuCl/air-mediated oxidative coupling reaction of imidazoheterocycles with N-aryl glycine esters

Abstract

A copper/air mediated oxidative coupling reaction of imidazoheterocycles with N-aryl glycine esters is here described. The reaction proceeded effectively under an air atmosphere without the use of peroxide agents. This simple protocol allows for the preparation of a wide range of imidazoheterocycles with a glycine ester motif, which are of great interest in the field of medicinal chemistry. Interestingly, the coupling of imidazo[1,2-a]pyridine with secondary or tertiary α-amino phenylethanone selectively affords the imidazo[1,2-a]pyridin-3-yl imine or imidazo[1,2-a]pyridin-3-yl diketone in the presence of CuCl and TBHP (tertbutyl hydroperoxide).

Graphical abstract: CuCl/air-mediated oxidative coupling reaction of imidazoheterocycles with N-aryl glycine esters

Supplementary files

Article information

Article type
Paper
Submitted
10 May 2017
Accepted
03 Jun 2017
First published
12 Jun 2017
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2017,7, 30152-30159

CuCl/air-mediated oxidative coupling reaction of imidazoheterocycles with N-aryl glycine esters

J. Jiao, J. Zhang, Y. Liao, L. Xu, M. Hu and R. Tang, RSC Adv., 2017, 7, 30152 DOI: 10.1039/C7RA05303G

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