Litcius/Paper detail

Oxidation Potential-Guided Electrochemical Radical–Radical Cross-Coupling Approaches to 3-Sulfonylated Imidazopyridines and Indolizines

Wansoo Kim, Hun Young Kim, Kyungsoo Oh

2021The Journal of Organic Chemistry46 citationsDOI

Abstract

Oxidation potential-guided electrochemical radical-radical cross-coupling reactions between N-heteroarenes and sodium sulfinates have been established. Thus, simple cyclic voltammetry measurement of substrates predicts the likelihood of successful radical-radical coupling reactions, allowing the simple and direct synthetic access to 3-sulfonylated imidazopyridines and indolizines. The developed electrochemical radical-radical cross-coupling reactions to sulfonylated N-heteroarenes boast the green synthetic nature of the reactions that are oxidant- and metal-free.

Topics & Concepts

ChemistryElectrochemistryCoupling reactionRadical ionCyclic voltammetryPhotochemistryCombinatorial chemistryOrganic chemistryPhysical chemistryCatalysisElectrodeIonSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods