Access to diverse primary, secondary, and tertiary amines via the merger of controllable cleavage of triazines and site-selective functionalization

An efficient approach for divergent synthesis of primary, secondary, and tertiary amines via the merger of controllable cleavage of triazines and site-selective functionalization is disclosed. This transformation proceeded with imidazo [1,2- a ]pyridines and readily available triazines by Lewis acid...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic Chemistry Frontiers 2021-09, Vol.8 (17), p.4706-4714
Hauptverfasser: Wang, Yuhan, Zheng, Huitao, Xu, Jiajia, Zhuang, Canzhan, Liu, Xiang, Cao, Hua
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:An efficient approach for divergent synthesis of primary, secondary, and tertiary amines via the merger of controllable cleavage of triazines and site-selective functionalization is disclosed. This transformation proceeded with imidazo [1,2- a ]pyridines and readily available triazines by Lewis acid catalysis and Hofmann–Martius type rearrangement. A number of imidazo [1,2- a ]pyridines-containing primary and secondary aromatic amines, and trialkylamines were facilely accessed with a wide range of functional groups. Importantly, the obtained aromatic amines could be incorporated with important bioactive units and converted into many valuable nitrogen-containing molecules. In addition, the results revealed that Hofmann–Martius type rearrangement exhibits excellent o - and p -selectivity and goes through an intermolecular process.
ISSN:2052-4129
2052-4110
2052-4129
2052-4110
DOI:10.1039/D1QO00883H