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One-Pot Tandem Oxidative Bromination and Amination of Sulfenamide for the Synthesis of Sulfinamidines.

Authors :
Yang GF
Huang HS
Nie XK
Zhang SQ
Cui X
Tang Z
Li GX
Source :
The Journal of organic chemistry [J Org Chem] 2023 Apr 07; Vol. 88 (7), pp. 4581-4591. Date of Electronic Publication: 2023 Mar 16.
Publication Year :
2023

Abstract

The sulfinamidines as aza analogues of sulfinamides received limited attention from both organic chemists and pharmaceutical chemists. Herein, we present a tandem oxidative/nucleophilic substitution approach for the synthesis of sulfinamidines in high yield (up to 98%). This cascade reaction method is enabled by N-bromosuccinimide (NBS) as an oxidant and diverse readily available amines as nucleophiles without any additives or catalysts. Notably, this method is highly time-economical, safe to operate, and easy to scale up and has excellent functional group compatibility.

Details

Language :
English
ISSN :
1520-6904
Volume :
88
Issue :
7
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
36926918
Full Text :
https://doi.org/10.1021/acs.joc.3c00042