Issue 12, 2023

Cobalt-catalyzed regioselective hydroazidation of 1-aryl-1,3-dienes: facile access to allylic azides

Abstract

A new cobalt-catalyzed hydroazidation of 1-aryl-1,3-dienes by using TMSN3 as a nucleophilic azide source under mild conditions has been reported, leading to the synthesis of a wide range of allylic azides with moderate to good yields. This oxidative MHAT hydroazidation achieved excellent regioselectivity towards 1,2-addition products through an SN2-like pathway between in situ generated allyl cobalt(IV) species and TMSN3.

Graphical abstract: Cobalt-catalyzed regioselective hydroazidation of 1-aryl-1,3-dienes: facile access to allylic azides

Supplementary files

Article information

Article type
Research Article
Submitted
23 Mar 2023
Accepted
10 May 2023
First published
12 May 2023

Org. Chem. Front., 2023,10, 3010-3015

Cobalt-catalyzed regioselective hydroazidation of 1-aryl-1,3-dienes: facile access to allylic azides

M. Shen, X. Qi, D. Li, X. Wang, C. Zhu and H. Xu, Org. Chem. Front., 2023, 10, 3010 DOI: 10.1039/D3QO00431G

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