Issue 21, 2014

Palladium-catalyzed regioselective azidation of allylic C–H bonds under atmospheric pressure of dioxygen

Abstract

A palladium-catalyzed allylic azidation of alkenes with sodium azide under atmospheric pressure of dioxygen was developed. This methodology provides a new efficient and simple route for accessing allylic azides. Furthermore, the one-pot process consisting of Pd-catalyzed allylic azidation of alkenes and Cu-catalyzed 1,3-dipolar cycloaddition led directly to the 1,2,3-triazole from the alkene. The formed allylic azide can be also in situ reduced to the allylic amine or oxidized to the alkenyl nitrile.

Graphical abstract: Palladium-catalyzed regioselective azidation of allylic C–H bonds under atmospheric pressure of dioxygen

Supplementary files

Article information

Article type
Communication
Submitted
26 Feb 2014
Accepted
18 Mar 2014
First published
18 Mar 2014

Org. Biomol. Chem., 2014,12, 3340-3343

Author version available

Palladium-catalyzed regioselective azidation of allylic C–H bonds under atmospheric pressure of dioxygen

H. Chen, W. Yang, W. Wu and H. Jiang, Org. Biomol. Chem., 2014, 12, 3340 DOI: 10.1039/C4OB00442F

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