An Extremely Facile Synthesis of Furans, Pyrroles, and Thiophenes by the Dehydrative Cyclization of Propargyl Alcohols

An Extremely Facile Synthesis of Furans, Pyrroles, and Thiophenes by the Dehydrative Cyclization of Propargyl Alcohols

Furans, pyrroles, and thiophenes are efficiently prepared by gold-catalyzed dehydrative cyclizations of readily available, heteroatom-substituted propargylic alcohols. The reactions are rapid, high-yielding, and procedurally simple, giving essentially pure aromatic heterocycles in minutes under open...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2009-10, Vol.11 (20), p.4624-4627
Hauptverfasser: Aponick, Aaron, Li, Chuan-Ying, Malinge, Jeremy, Marques, Emerson Finco
Format: Artikel
Sprache:eng
Schlagworte:
Alkynes - chemistry
Catalysis
Cyclization
Furans - chemical synthesis
Furans - chemistry
Propanols - chemistry
Pyrroles - chemical synthesis
Pyrroles - chemistry
Thiophenes - chemical synthesis
Thiophenes - chemistry
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Furans, pyrroles, and thiophenes are efficiently prepared by gold-catalyzed dehydrative cyclizations of readily available, heteroatom-substituted propargylic alcohols. The reactions are rapid, high-yielding, and procedurally simple, giving essentially pure aromatic heterocycles in minutes under open-flask conditions with catalyst loadings as low as 0.05 mol %.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol901901m