Synthesis of Aryl Thioethers
through the <i>N</i>‑Chlorosuccinimide-Promoted Cross-Coupling
Reaction of Thiols
with Grignard Reagents
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Abstract
A convenient one-pot approach for the synthesis of aryl
sulfides
through the coupling of thiols with Grignard reagents in the presence
of <i>N</i>-chlorosuccinimide is described. The sulfenylchlorides
were formed when thiols were treated with <i>N</i>-chlorosuccinimide,
and the resulting sulfenylchlorides were then directly reacted with
Grignard reagents to provide aryl sulfides in good to excellent yields
under mild reaction conditions. Functional groups including ester,
fluoro, and chloro are tolerated by the reaction conditions employed.
It is important to note that this method has a short reaction time
(30 min in total) and represents an alternative approach for the synthesis
of aryl sulfides over the existing protocols