Issue 26, 2009
From the journal:

Chemical Communications

Unconventional oxazole formation from isocyanides†

Aurélie dos Santos,a   Laurent El Kaïm,*a   Laurence Grimaud*a  and  Caroline Ronsseraya  

* Corresponding authors

a Laboratoire Chimie et Procédés, UMR 7652, Ecole Nationale Supérieure des Techniques Avancées, 32 Bd Victor, France
E-mail: laurent.elkaim@ensta.fr, laurence.grimaud@ensta.fr
Fax: +33 145528322
Tel: +33 145525537

Abstract

The coupling of an acyl chloride with an isocyanide affords 2,5-disubstituted oxazoles under mild basic conditions instead of 4,5-disubstituted derivatives when using Schöllkopf conditions (butyllithium); this reaction constitutes a remarkable example of a base-induced chemoselective process in isocyanide chemistry.

Graphical abstract: Unconventional oxazole formation from isocyanides

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Article information

DOI
https://doi.org/10.1039/B904699B
Article type
Communication
Submitted
06 Mar 2009
Accepted
07 May 2009
First published
20 May 2009

Chem. Commun., 2009, 3907-3909

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Unconventional oxazole formation from isocyanides

A. dos Santos, L. El Kaïm, L. Grimaud and C. Ronsseray, Chem. Commun., 2009, 3907 DOI: 10.1039/B904699B

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