Direct Base-Assisted C-N Bond Formation between Aryl Halides and Aliphatic Tertiary Amines under Transition-Metal-Free Conditions

Direct base‐mediated amination of aryl halides with aliphatic tertiary amines via an aryne intermediate was developed under transition‐metal‐free conditions. This operationally simple C–N bond‐coupling protocol could tolerate a variety of functionalized aryl halides as well as several aliphatic tert...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:European Journal of Organic Chemistry 2012-03, Vol.2012 (8), p.1495-1498
Hauptverfasser: Fang, Yang, Zheng, Yueqin, Wang, Zhiyong
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:Direct base‐mediated amination of aryl halides with aliphatic tertiary amines via an aryne intermediate was developed under transition‐metal‐free conditions. This operationally simple C–N bond‐coupling protocol could tolerate a variety of functionalized aryl halides as well as several aliphatic tertiary amines. Moreover, this environmentally benign process provides a new strategy for direct C–N bond formation. Aliphatic tertiary amines can exhibit considerable nucleophilicity. The combination of aryl halides and aliphatic tertiary amines provides efficient access to biochemically important aromatic amines. It is noteworthy that this direct amination takes place in the absence of transition metal catalysts.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201101618