Ghosh, Arghya ; Barik, Shilpa ; Barik, Soumen ; Shee, Sayan ; Biju, Akkattu T. (2021) Oxidative N-heterocyclic carbene (NHC) catalysis for the rapid access to functionalized pyrrolo-oxazinones Tetrahedron, 94 . p. 132330. ISSN 00404020
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Official URL: http://doi.org/10.1016/j.tet.2021.132330
Related URL: http://dx.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.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Ltd. |
| Keywords: | Acylazolium, Organocatalysis, Pyrrolo-oxazinones, N-heterocyclic carbenes, Intramolecular cyclization |
| ID Code: | 128585 |
| Deposited On: | 03 Nov 2022 06:37 |
| Last Modified: | 03 Nov 2022 06:37 |
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