One-Pot Tandem Oxidative Bromination and Amination of Sulfenamide for the Synthesis of Sulfinamidines
Gao-feng Yang, He-sen Huang, Xiao‐kang Nie, Shiqi Zhang, Xin Cui, Zhuo Tang, Guangxun Li
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.
Topics & Concepts
AminationHalogenationTandemNucleophileChemistryCombinatorial chemistryYield (engineering)Oxidative phosphorylationNucleophilic substitutionOrganic chemistryCatalysisCascade reactionMaterials scienceBiochemistryComposite materialMetallurgySynthesis and Catalytic ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods