Selective N-alkylation of indoles with primary alcohols using a Pt/HBEA catalyst

Pt-loaded HBEA (H super(+)-exchanged BEA zeolite) is found to be an effective and reusable heterogeneous catalyst for regioselective N-alkylation of indoles with primary aliphatic and benzylic alcohols under additive-free conditions driven by the borrowing-hydrogen methodology. Structural and mechan...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Green chemistry : an international journal and green chemistry resource : GC 2015-01, Vol.17 (1), p.173-177
Hauptverfasser: Siddiki, SMAHakim, Kon, Kenichi, Shimizu, Ken-ichi
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Pt-loaded HBEA (H super(+)-exchanged BEA zeolite) is found to be an effective and reusable heterogeneous catalyst for regioselective N-alkylation of indoles with primary aliphatic and benzylic alcohols under additive-free conditions driven by the borrowing-hydrogen methodology. Structural and mechanistic studies suggest a cooperative mechanism of the Pt super(0) site on Pt metal clusters and the Broensted acid site of the zeolite, in which the Pt super(0) site is responsible for dehydrogenation/hydrogenation steps and the Broensted acid site is responsible for the regioselective condensation of indoles with aldehydes to the enamine intermediate.
ISSN:1463-9262
1463-9270
DOI:10.1039/c4gc01419g