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Selectfluor™-catalyzed oxidative cyclization of ynamides enables facile synthesis of oxazolidine-2,4-diones

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Abstract

A Selectfluor™-catalyzed oxidative cyclization of ynamides affording oxazolidine-2,4-diones in yields from 69%–94% is described. The reaction is run under air and exhibits excellent chemo-selectivity and functional group compatibility. Preliminary mechanistic studies reveal that the solvent DMSO acts as an oxidant, and the redox reaction of Selectfluor™ with DMSO generates the real active catalyst HBF4 in situ.

Graphical abstract: Selectfluor™-catalyzed oxidative cyclization of ynamides enables facile synthesis of oxazolidine-2,4-diones

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Publication details

The article was received on 03 Jul 2019, accepted on 11 Sep 2019 and first published on 16 Sep 2019


Article type: Research Article
DOI: 10.1039/C9QO00845D
Org. Chem. Front., 2019, Advance Article

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    Selectfluor™-catalyzed oxidative cyclization of ynamides enables facile synthesis of oxazolidine-2,4-diones

    G. He, Y. Li, Z. Yu, Z. Chen, Y. Tang, G. Song and T. Loh, Org. Chem. Front., 2019, Advance Article , DOI: 10.1039/C9QO00845D

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