Iron( ii )-chloride-catalyzed regioselective azidation of allenamides with TMSN 3

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 TMSN 3 . This process is highly regio- and stereoselective, affording ( E )-allyl azides in good to excellent yields. Due to the...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2020-07, Vol.56 (54), p.7507-7510
Main Authors: Liu, Yongchun, Ding, Na, Tan, Xiaoju, Li, Xiaoxiao, Zhao, Zhigang
Format: Article
Language:English
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Summary: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 TMSN 3 . 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