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Iron-Catalyzed Site- and Regioselective 1,2-Azidoamidations of 1,3-Dienes.

Authors :
Dai ZY
Guzei IA
Schomaker JM
Source :
Organic letters [Org Lett] 2024 Jan 12; Vol. 26 (1), pp. 269-273. Date of Electronic Publication: 2023 Dec 21.
Publication Year :
2024

Abstract

The direct 1,2-azidoamidation of unsaturated precursors represents an advantageous approach for the facile synthesis of β-functionalized azides from readily available starting materials. In this paper, we describe a convenient and mild iron-catalyzed 1,2-azidoamidation of 1,3-dienes that shows excellent functional group compatibility to furnish versatile precursors to 1,2-diamine products with high levels of site, regio-, and stereoselectivity. The reaction is proposed to proceed via a single electron transfer/radical addition/C-N bond formation relay process.

Details

Language :
English
ISSN :
1523-7052
Volume :
26
Issue :
1
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
38127720
Full Text :
https://doi.org/10.1021/acs.orglett.3c03947