Synthesis of polysubstituted cyclopenta[b]indoles via relay gold(I)/Brønsted acid catalysis

Synthesis of polysubstituted cyclopenta[b]indoles via relay gold(I)/Brønsted acid catalysis

An efficient relay catalytic process involving Au(i)/Brønsted acid to access various polysubstituted cyclopentannulated indoles from easily accessible 1-(2-aminophenyl)prop-2-ynols and readily available 1,3-dicarbonyls has been developed. In an unprecedented event, the intermediate 2-indolylmethyl c...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemical communications (Cambridge, England) England), 2015-01, Vol.51 (3), p.557-560
Hauptverfasser: Dhiman, Seema, Ramasastry, S S V
Format: Artikel
Sprache:eng
Schlagworte:
Acids - chemistry
Catalysis
Cyclization
Gold - chemistry
Indoles - chemical synthesis
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:An efficient relay catalytic process involving Au(i)/Brønsted acid to access various polysubstituted cyclopentannulated indoles from easily accessible 1-(2-aminophenyl)prop-2-ynols and readily available 1,3-dicarbonyls has been developed. In an unprecedented event, the intermediate 2-indolylmethyl cations undergo the cation-Ene reaction with various 1,3-dicarbonyls followed by an intramolecular Friedel-Crafts-type reaction generating functionalized cyclopenta[b]indoles.
ISSN:1359-7345
1364-548X
DOI:10.1039/c4cc08174a