Aerobic Oxidation of Sulfides with a Vitamin B₂-Derived Organocatalyst

Abstract

5-Ethyl-3-methyl-2′,4′:3′,5′-di-O-methylenedioxy-riboflavinium perchlorate (DMRFlEt⁺ClO₄ ^–) is readily derived from commercially available vitamin B₂ (riboflavin) and exhibits high catalytic activity for the oxidation of organic sulfides under an oxygen atmosphere (1 atm) with the assistance of hydrazine hydrate as a reductant. This is an inexpensive, convenient, and environmentally benign method for the selective oxidative transformation of sulfides into sulfoxides.

Key words

organocatalysis - aerobic oxidation - sulfides - sulf­oxides - flavin catalyst

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