Synthesis of Pentacyclic 13-Azadibenzo[a,d e]anthracenes via Anionic Cascade Ring Closure

Bromine−lithium exchange using tert-butyllithium at −78 °C initiates a cascade process whereby either xanthone derivatives or pentacyclic 13-azadibenzo[a,de]anthracenes are produced in high yields. The reaction proceeds via a sequential intramolecular trapping of organolithium intermediates.

Gespeichert in:

Bibliographische Detailangaben
Veröffentlicht in:	Journal of organic chemistry 2003-05, Vol.68 (10), p.4091-4092
Hauptverfasser:	Kristensen, Jesper L, Vedsø, Per, Begtrup, Mikael
Format:	Artikel
Sprache:	eng
Schlagworte:	Alicyclic compounds, terpenoids, prostaglandins, steroids Chemistry Exact sciences and technology Organic chemistry Preparations and properties Steroids
Online-Zugang:	Volltext
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!

Beschreibung
Zusammenfassung:	Bromine−lithium exchange using tert-butyllithium at −78 °C initiates a cascade process whereby either xanthone derivatives or pentacyclic 13-azadibenzo[a,de]anthracenes are produced in high yields. The reaction proceeds via a sequential intramolecular trapping of organolithium intermediates.
ISSN:	0022-3263 1520-6904
DOI:	10.1021/jo0300340