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Oxidative N-heterocyclic carbene (NHC) catalysis for the rapid access to functionalized pyrrolo-oxazinones

Ghosh, A and Barik, S and Barik, S and Shee, S and Biju, AT (2021) Oxidative N-heterocyclic carbene (NHC) catalysis for the rapid access to functionalized pyrrolo-oxazinones. In: Tetrahedron, 94 .

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Official URL: https://doi.org/10.1016/j.tet.2021.132330

Abstract

The N-heterocyclic carbene (NHC)-catalyzed intramolecular cyclization of N-substituted pyrrole 2-carboxaldehydes under oxidative conditions allowing the facile synthesis of pyrrolo-oxazinone derivatives is reported. The keys to the success of this strategy are the generation of acylazoliums using NHC and the base-mediated formation of the enolate. Subsequent intramolecular acylation of the enolate with the acylazoliums afforded the desired product. Mild reaction conditions, good functional group compatibility and high yields of products are the advantages of the present annulation. © 2021 Elsevier Ltd

Item Type: Journal Article
Publication: Tetrahedron
Publisher: Elsevier Ltd
Additional Information: The copyright for this article belongs to Elsevier Ltd
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 07 Dec 2021 10:20
Last Modified: 07 Dec 2021 10:20
URI: http://eprints.iisc.ac.in/id/eprint/69799

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