SO2ClF-promoted chlorination-oxidation of 2-methylindoles: a one-step synthetic method to access 2,3-difunctionalized indoles

SO2ClF-promoted chlorination-oxidation of 2-methylindoles: a one-step synthetic method to access 2,3-difunctionalized indoles

A direct and one-step method for the synthesis of 3-chloro-2-formylindoles with SO2ClF is reported. This tandem system consists of double electrophilic chlorination and deprotonation, nucleophilic addition of H2O to the resulting enamine intermediate, and subsequent oxidation. Various readily availa...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic chemistry frontiers an international journal of organic chemistry 2023-08, Vol.10 (16), p.4100-4104
Hauptverfasser: Zheng, Yu, Ma, Tianting, Liu, Bingcong, Huang, Shenlin
Format: Artikel
Sprache:eng
Schlagworte:
Chlorination
Indoles
Organic chemistry
Oxidation
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:A direct and one-step method for the synthesis of 3-chloro-2-formylindoles with SO2ClF is reported. This tandem system consists of double electrophilic chlorination and deprotonation, nucleophilic addition of H2O to the resulting enamine intermediate, and subsequent oxidation. Various readily available 2-methylindoles were applicable to this protocol under mild conditions, furnishing 2,3-difunctionalized indoles in good to high yields.
ISSN:2052-4110
2052-4110
DOI:10.1039/d3qo00879g