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Issue 52, 2015
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Synthesis of oxazoles by silver catalysed oxidative decarboxylation–cyclization of α-oxocarboxylates and isocyanides

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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

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Publication details

The article was received on 17 Mar 2015, accepted on 18 May 2015 and first published on 18 May 2015


Article type: Communication
DOI: 10.1039/C5CC02253C
Author version available: Download Author version (PDF)
Citation: Chem. Commun., 2015,51, 10524-10527
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    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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