Issue 1, 2018

Synthesis of 2-methylbenzoxazoles directly from N-phenylacetamides catalyzed by palladium acetate

Abstract

A method to synthesize 2-methylbenzoxazoles directly from N-phenylacetamides catalyzed by Pd(OAc)2 in the presence of K2S2O8 and TfOH has been developed. The desired products were obtained in moderate to excellent yields. This approach provides a facile procedure to prepare benzoxazoles with available substrates. It is found that TfOH is the key factor for this cyclization reaction. A plausible mechanism of the reaction is proposed according to the control reactions and the literature.

Graphical abstract: Synthesis of 2-methylbenzoxazoles directly from N-phenylacetamides catalyzed by palladium acetate

Supplementary files

Article information

Article type
Paper
Submitted
17 Oct 2017
Accepted
22 Nov 2017
First published
22 Nov 2017

Org. Biomol. Chem., 2018,16, 101-107

Synthesis of 2-methylbenzoxazoles directly from N-phenylacetamides catalyzed by palladium acetate

B. Wang, C. Jiang, J. Qian, S. Zhang, X. Jia and Y. Yuan, Org. Biomol. Chem., 2018, 16, 101 DOI: 10.1039/C7OB02566A

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