Litcius/Paper detail

Hypervalent Iodine Mediated Synthesis of Sulfinamidines from Sulfenamides

Guoling Huang, Jianlin Ye, Muhammad Adnan Bashir, Yuetong Chen, Wenjing Chen, Xunbo Lu

2023The Journal of Organic Chemistry30 citationsDOI

Abstract

In this study, we present a novel, efficient method for the oxidative amination of sulfenamides using diacetoxyiodobenzene (PhI(OAc) 2 ) and amines under basic conditions. This innovative technique streamlines the synthesis of sulfinamidines under mild, metal-free conditions, achieving outstanding yields of up to 99%. Furthermore, we propose possible pathways that elucidate the observed molecular sequence of events in this reaction. This cutting-edge approach not only advances the synthesis of valuable sulfinamidine compounds but also expands the synthetic toolbox available to chemists, paving the way for future discoveries in organic synthesis and potential applications in medicinal chemistry.

Topics & Concepts

Hypervalent moleculeOrganic synthesisCombinatorial chemistryAminationToolboxChemistrySequence (biology)IodineComputer scienceOrganic chemistryNanotechnologyMaterials scienceProgramming languageCatalysisBiochemistrySynthesis and Catalytic ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods