Issue 77, 2013

Highly regioselective synthesis of 2,4,5-(hetero)aryl substituted oxazoles by intermolecular [3+2]-cycloaddition of unsymmetrical internal alkynes

Abstract

A robust N-nucleophilic 1,3-N,O-dipole equivalent reacts with unsymmetrical internal alkynes under gold catalysis. Conjugation from a remote nitrogen lone pair enables and controls this convergent and highly regioselective process.

Graphical abstract: Highly regioselective synthesis of 2,4,5-(hetero)aryl substituted oxazoles by intermolecular [3+2]-cycloaddition of unsymmetrical internal alkynes

Supplementary files

Article information

Article type
Communication
Submitted
17 Jul 2013
Accepted
08 Aug 2013
First published
08 Aug 2013

Chem. Commun., 2013,49, 8617-8619

Highly regioselective synthesis of 2,4,5-(hetero)aryl substituted oxazoles by intermolecular [3+2]-cycloaddition of unsymmetrical internal alkynes

E. Chatzopoulou and P. W. Davies, Chem. Commun., 2013, 49, 8617 DOI: 10.1039/C3CC45410J

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