Electrochemical nickel-catalyzed Migita cross-coupling of 1-thiosugars with aryl, alkenyl and alkynyl bromides
Mingxiang Zhu, Mouâd Alami, Samir Messaoudi
Abstract
Here we report a simple route towards the synthesis of thioglycosides, in which electrochemical cross-coupling is used to form a S-C glycosidic bond from protected and unprotected thiosugars with functionalized aryl bromides under base free conditions. The reaction manifold that we report here demonstrates the power of electrochemistry to access highly complex glycosides under mild conditions.
Topics & Concepts
ArylElectrochemistryCatalysisChemistryGlycosidic bondNickelCombinatorial chemistryCoupling reactionBase (topology)Organic chemistryAlkylElectrodePhysical chemistryMathematicsMathematical analysisEnzymeSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods