Litcius/Paper detail

A Thiol-Free Route to Alkyl Aryl Thioethers

Dmitry I. Bugaenko, Alexey A. Volkov, Alexander V. Karchava

2023The Journal of Organic Chemistry20 citationsDOI

Abstract

Most existing methods for the synthesis of alkyl aryl thioethers require the use of mercaptans as the starting materials, which comes with practical limitations. Reactions of diaryliodonium salts with xanthate salts, easily prepared from the corresponding alcohols and CS 2, under the developed conditions represent an operationally simple, thiol-free method for the synthesis of these valuable compounds. The protocol features high functional group tolerance and can be applied to the late-stage C–H functionalization and for the introduction of a CD 3 S group.

Topics & Concepts

AlkylThiolArylChemistryOrganic chemistrySulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsRadical Photochemical Reactions