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Issue 54, 2020
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Iron(ii)-chloride-catalyzed regioselective azidation of allenamides with TMSN3

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Abstract

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.

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

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Supplementary files

Article information


Submitted
31 Dec 2019
Accepted
02 Jun 2020
First published
02 Jun 2020

Chem. Commun., 2020,56, 7507-7510
Article type
Communication

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

Y. Liu, N. Ding, X. Tan, X. Li and Z. Zhao, Chem. Commun., 2020, 56, 7507
DOI: 10.1039/C9CC10056C

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