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

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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

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Publication details

The article was received on 17 Oct 2017, accepted on 22 Nov 2017 and first published on 22 Nov 2017


Article type: Paper
DOI: 10.1039/C7OB02566A
Citation: Org. Biomol. Chem., 2018, Advance Article
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    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, Advance Article , DOI: 10.1039/C7OB02566A

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