Electrochemical Migratory Cyclization of N-Acylsulfonamides.
De-aromatization
Electrochemistry
Radical
Smiles Rearrangement
Sulfonamide
Journal
Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543
Informations de publication
Date de publication:
25 07 2022
25 07 2022
Historique:
received:
27
04
2022
pubmed:
24
5
2022
medline:
22
7
2022
entrez:
23
5
2022
Statut:
ppublish
Résumé
Benzoxathiazine dioxide, as a bioisostere of the clinically widely used diazoxide, exhibits interesting biological activity. However, limited success has been achieved in terms of its concise and direct synthesis. We report herein a facile electrochemical migratory cyclization of N-acylsulfonamides to access a diverse array of benzoxathiazine dioxides. The inclusion of electrochemistry is crucial for realizing such a novel transformation, which is substantiated both by the experiments and density-functional-theory calculations.
Identifiants
pubmed: 35606293
doi: 10.1002/anie.202206058
doi:
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
e202206058Informations de copyright
© 2022 Wiley-VCH GmbH.
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