Approach to Construct Polysubstituted 1,2-Dihydronaphtho[2,1‑b]furans and Their Aerobic Oxidative Aromatization

Triarylaminium salt was disclosed as an efficient initiator for the novel Friedel–Crafts alkylation/annulation cascade reaction between chalcone epoxides and 2-naphthols to construct polysubstituted 1,2-dihydronaphtho[2,1-b]furans. The DDQ/NaNO2/O2 catalytic system was first applied to the aerobic o...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of organic chemistry 2012-09, Vol.77 (18), p.8310-8316
Hauptverfasser: Huo, Congde, Xu, Xiaolan, An, Jinzhu, Jia, Xiaodong, Wang, Xicun, Wang, Cheng
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Triarylaminium salt was disclosed as an efficient initiator for the novel Friedel–Crafts alkylation/annulation cascade reaction between chalcone epoxides and 2-naphthols to construct polysubstituted 1,2-dihydronaphtho[2,1-b]furans. The DDQ/NaNO2/O2 catalytic system was first applied to the aerobic oxidative aromatization of heterocycles, and a simple and efficient one-pot tandem FC alkylation/annulation/aerobic oxidative aromatization procedure was also developed for the synthesis of complex naphtho[2,1-b]furans.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo300827s