Iron(ii)-chloride-catalyzed regioselective azidation of allenamides with TMSN3

Iron(ii)-chloride-catalyzed regioselective azidation of allenamides with TMSN3

In this study, we developed a new cost-effective and efficient route for accessing allyl azides: iron(ii)-chloride-catalyzed regioselective azidation of allenamides with TMSN3. This process is highly regio- and stereoselective, affording (E)-allyl azides in good to excellent yields. Due to the versa...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Chemical communications (Cambridge, England) England), 2020-07, Vol.56 (54), p.7507-7510
Hauptverfasser: Liu, Yongchun, Ding, Na, Tan, Xiaoju, Li, Xiaoxiao, Zhao, Zhigang
Format: Artikel
Sprache:eng
Schlagworte:
Amines
Chlorides
Crystallography
Iron
NMR
Nuclear magnetic resonance
Regioselectivity
Stereoselectivity
Triazoles
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:In this study, we developed a new cost-effective and efficient route for accessing allyl azides: iron(ii)-chloride-catalyzed regioselective azidation of allenamides with TMSN3. This process is highly regio- and stereoselective, affording (E)-allyl azides in good to excellent yields. Due to the versatility of the azide group, these products can be transformed in situ to allyl triazoles and allyl amines, facilitating numerous subsequent chemical modifications.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc10056c