One-Pot Transformation of Aldehydes to Ketones via Minisci-Type Reaction of Imines

A method for the conversion of aldehydes to ketones via the preliminary formation of aldiminines is described. The imines are involved in acid promoted Minisci-type reaction with alkyl radicals generated from esters of -hydroxylphthalimide under photoredox conditions. Aminyl radical cations formed a...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2023-12, Vol.25 (48), p.8751-8755
Hauptverfasser: Rubanov, Zakhar M, Levin, Vitalij V, Dilman, Alexander D
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A method for the conversion of aldehydes to ketones via the preliminary formation of aldiminines is described. The imines are involved in acid promoted Minisci-type reaction with alkyl radicals generated from esters of -hydroxylphthalimide under photoredox conditions. Aminyl radical cations formed after the addition of the iminium ions are believed to be key intermediates, which determine the reaction outcome.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c03764