α-Sulfanyl and α-Selanyl Propadienyl Cations: Regioselective Generations and Cycloadditions with Thioamides and Selemides Controlled by MeNO2−H2O System

α-Sulfanyl and α-Selanyl Propadienyl Cations: Regioselective Generations and Cycloadditions with Thioamides and Selemides Controlled by MeNO2−H2O System

α-Sulfanyl and α-selanyl propadienyl cations were easily generated by the catalytic system, scandium triflate-nitromethane-H2O in the presence of Bu4NHSO4, to regioselectively afford the multifunctionalized thiazoles and selenazoles in high yields.

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2009-07, Vol.11 (13), p.2952-2955
Hauptverfasser: Yoshimatsu, Mitsuhiro, Yamamoto, Teruhisa, Sawa, Arisa, Kato, Tomohiro, Tanabe, Genzoh, Muraoka, Osamu
Format: Artikel
Sprache:eng
Schlagworte:
Catalysis
Cations
Cyclization
Mesylates - chemistry
Molecular Structure
Organoselenium Compounds - chemical synthesis
Organoselenium Compounds - chemistry
Scandium - chemistry
Stereoisomerism
Sulfhydryl Compounds - chemistry
Thiazoles - chemical synthesis
Thiazoles - chemistry
Thioamides - chemistry
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:α-Sulfanyl and α-selanyl propadienyl cations were easily generated by the catalytic system, scandium triflate-nitromethane-H2O in the presence of Bu4NHSO4, to regioselectively afford the multifunctionalized thiazoles and selenazoles in high yields.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol9011844