Synthesis of 1,3,6-Trisubstituted Azulenes Based on the 1-Acyloxyazulene Scaffold

An efficient synthetic route to 1,3,6‐trisubstituted azulenes based on the 1‐acyloxyazulene scaffold was developed. The 1‐position in azulene was substituted in the ring‐formation step with a functionalized acyloxy group. Additionally, the 3‐ and 6‐positions of azulene were functionalized with versa...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:European journal of organic chemistry 2016-11, Vol.2016 (33), p.5539-5544
Hauptverfasser: Leino, Teppo O., Johansson, Niklas G., Devisscher, Lars, Sipari, Nina, Yli-Kauhaluoma, Jari, Wallén, Erik A. A.
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:An efficient synthetic route to 1,3,6‐trisubstituted azulenes based on the 1‐acyloxyazulene scaffold was developed. The 1‐position in azulene was substituted in the ring‐formation step with a functionalized acyloxy group. Additionally, the 3‐ and 6‐positions of azulene were functionalized with versatile synthetic handles, a halogen atom and a formyl group. We describe an efficient approach to the synthesis of 1,3,6‐trisubstituted azulenes based on the 1‐acyloxyazulene scaffold, in which the 3‐ and 6‐positions of the azulene were functionalized with versatile synthetic handles.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201600962