Regio- and Stereoselective Synthesis of 3-Selenylazaflavanones and 3-Selenylflavanones via Electrochemically Facilitated Selenylation Cascade.
J Org Chem
; 89(6): 4074-4084, 2024 Mar 15.
Article
em En
| MEDLINE
| ID: mdl-38394630
ABSTRACT
Herein, an oxidant- and metal-free electrochemical selenylation reaction of chalcones with diselenides for the synthesis of 3-selenylazaflavanones and 3-selenylflavanones at room temperature was reported. The method proceeded under mild conditions, exhibited a broad substrate scope, and provided the selenylated products in moderate to excellent yields with high regio- and stereoselectivity. The reaction could also be readily scaled up with high efficiency. Detailed mechanistic studies through control experiments disclosed that a selenium-based radical might participate in this electrochemical transformation.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Idioma:
En
Revista:
J Org Chem
Ano de publicação:
2024
Tipo de documento:
Article