Issue 52, 2015

Synthesis of oxazoles by silver catalysed oxidative decarboxylation–cyclization of α-oxocarboxylates and isocyanides

Abstract

A silver catalysed synthesis of oxazoles by the oxidative decarboxylation–cyclization of α-oxocarboxylates and isocyanides was developed. This method provided a novel strategy to construct oxazole rings compared to traditional methods. Mechanistic investigations such as operando IR, EPR and radical inhibition experiments were carefully done and confirmed the acyl cation and Ag(II) as the intermediates in this transformation, and the involvement of a radical decarboxylative process.

Graphical abstract: Synthesis of oxazoles by silver catalysed oxidative decarboxylation–cyclization of α-oxocarboxylates and isocyanides

Supplementary files

Article information

Article type
Communication
Submitted
17 Mar 2015
Accepted
18 May 2015
First published
18 May 2015

Chem. Commun., 2015,51, 10524-10527

Author version available

Synthesis of oxazoles by silver catalysed oxidative decarboxylation–cyclization of α-oxocarboxylates and isocyanides

Y. Ma, Z. Yan, C. Bian, K. Li, X. Zhang, M. Wang, X. Gao, H. Zhang and A. Lei, Chem. Commun., 2015, 51, 10524 DOI: 10.1039/C5CC02253C

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