Issue 15, 2014
From the journal:

Chemical Communications

Converting oxazoles into imidazoles: new opportunities for diversity-oriented synthesis†

Thibaut Alzieu,a   Johannes Lehmann,a   Ajay B. Naidu,b   Rainer E. Martin*a  and  Robert Britton*b  

* Corresponding authors

a Medicinal Chemistry, Small Molecule Research, Pharma Research & Early Development (pRED), F. Hoffmann-La Roche AG, Grenzacherstrasse 124, 4070 Basel, Switzerland
E-mail: rainer_e.martin@roche.com

b Department of Chemistry, Simon Fraser University, Burnaby, British Columbia, Canada
E-mail: rbritton@sfu.ca

Abstract

We report the optimization of a neglected reaction for the rapid and direct conversion of oxazoles into N-substituted imidazoles. The utility of this microwave-promoted reaction for diversity-oriented synthesis is demonstrated in the preparation of >40 N-substituted imidazoles, including α-imidazolyl esters.

Graphical abstract: Converting oxazoles into imidazoles: new opportunities for diversity-oriented synthesis

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Article information

DOI
https://doi.org/10.1039/C3CC48467J
Article type
Communication
Submitted
05 Nov 2013
Accepted
20 Dec 2013
First published
09 Jan 2014

Chem. Commun., 2014,50, 1867-1870

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Converting oxazoles into imidazoles: new opportunities for diversity-oriented synthesis

T. Alzieu, J. Lehmann, A. B. Naidu, R. E. Martin and R. Britton, Chem. Commun., 2014, 50, 1867 DOI: 10.1039/C3CC48467J

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