Photooxidative Coupling of Thiols Promoted by Bromo(trichloro)methane in a Basic Aqueous Medium

Abstract

A transition-metal- and organic-solvent-free oxidative coupling of thiols catalyzed by BrCCl₃ and NaOH in an aqueous medium with oxygen as a green oxidant was established The facile and green method has a broad substrate scope in converting thiols into the corresponding disulfides with medium to excellent yields (up to 91%). This method could potentially be used to construct bioactive molecules containing disulfide bonds and to label bioactive molecules with disulfide bonds.

Key words

photocatalysis - coupling - free radicals - photooxidation - thiols - disulfides

Publication History

Received: 14 January 2023

Accepted: 17 February 2023

Article published online:
31 March 2023

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