Sulfamic Acid–Catalyzed Oxidation of Sulfides to Sulfoxides and Sulfones Using H₂O₂: Green and Chemoselective Method

Abstract

A mild, efficient, green, and selective oxidation method of sulfides to sulfoxides or sulfones using H₂O₂ in the presence of catalytic amounts of sulfamic acid has been developed. Various substituted sulfides having functional groups such as alcohol, ester, and aldehyde are successfully and selectively oxidized without affecting the sensitive functionalities in good to excellent yields at room temperature.

GRAPHICAL ABSTRACT

Keywords:

• Catalyst
• hydrogen peroxide
• oxidation
• sulfamic acid
• sulfide
• sulfone
• sulfoxide

ACKNOWLEDGMENT

We are thankful to the Islamic Azad University–Sanandaj Branch for partial support of this work.

Notes

^a Reaction conditions: sulfide (1 mmol), 30% H₂O₂ (1.2 equiv), sulfamic acid (5 mol %), rt.

^b Reaction conditions: sulfide (1 mmol), 30% H₂O₂ (3.6 equiv), sulfamic acid (10 mol %), rt.

^c The disulfoxide/disulfone was formed.

^d Reaction conditions: sulfide (1 mmol), 30% H₂O₂ (3.6 equiv), sulfamic acid (40 mol %), 80 °C.