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Green Aerobic Oxidation of Thiols to Disulfides by Flavin–Iodine Coupled Organocatalysis

Hiroki Iida, Marina Oka, Ryo Kozako

2021Synlett12 citationsDOI

Abstract

Abstract Coupled catalysis using a riboflavin-derived organocatalyst and molecular iodine successfully promoted the aerobic oxidation of thiols to disulfides under metal-free mild conditions. The activation of molecular oxygen occurred smoothly at room temperature through the transfer of electrons from the iodine catalyst to the biomimetic flavin catalyst, forming the basis for a green oxidative synthesis of disulfides from thiols.

Topics & Concepts

ChemistryFlavin groupIodineCatalysisOrganocatalysisMolecular oxygenElectron transferPhotochemistryOxidative phosphorylationOrganic chemistryCombinatorial chemistryBiochemistryEnzymeEnantioselective synthesisChemical Synthesis and ReactionsSulfur-Based Synthesis TechniquesOxidative Organic Chemistry Reactions
Green Aerobic Oxidation of Thiols to Disulfides by Flavin–Iodine Coupled Organocatalysis | Litcius