Synthesis of Alkyl Fluorides by Silver‐Catalyzed Radical Decarboxylative Fluorination of Cesium Oxalates

A combination of silver nitrate (AgNO3) catalyst and Selectfluor® was found to perform radical deoxyfluorination of cesium oxalates derived from corresponding alcohols. The reaction tolerates a wide range of functional groups and provides preferentially access to tertiary alkyl fluorides. Readily av...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:European journal of organic chemistry 2021-05, Vol.2021 (17), p.2421-2430
Hauptverfasser: Vincent, Émilie, Brioche, Julien
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A combination of silver nitrate (AgNO3) catalyst and Selectfluor® was found to perform radical deoxyfluorination of cesium oxalates derived from corresponding alcohols. The reaction tolerates a wide range of functional groups and provides preferentially access to tertiary alkyl fluorides. Readily available from alcohols, cesium oxalates undergo radical deoxyfluorination reaction in the presence of silver salts catalyst and Selectfluor® to produce alkyl fluorides. Herein, the scope of the fluorination protocol and a brief mechanistic study is described.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202100344