Acid-Mediated Sulfonylthiolation of Arenes via Selective Activation of <i>SS-</i>Morpholino Dithiosulfonate
Kazuya Kanemoto, Koudai Furuhashi, Yoshitsugu Morita, Teruyuki Komatsu, Shin‐ichi Fukuzawa
Abstract
-morpholino dithiosulfonate is described. This system is based on selective activation of the morpholino group over the tosyl group of the doubly transformable sulfur surrogate. Mechanistic studies suggested that the reaction proceeds through electrophilic aromatic substitution followed by sulfur extrusion. The wide substrate scope of this reaction and the transformability of the resulting thiosulfonates enable expeditious access to divergent multifunctionalized sulfides.
Topics & Concepts
ChemistryElectrophileMorpholinoTrifluoroacetic acidSubstrate (aquarium)SulfurReagentCombinatorial chemistryTosylMedicinal chemistryOrganic chemistryCatalysisBiochemistryGeneGeologyOceanographyZebrafishSulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsSynthesis and Catalytic Reactions