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Journal Article
Research Support, Non-U.S. Gov't
Sulfoxidation of alkenes and alkynes with NFSI as a radical initiator and selective oxidant.
Chemical Communications : Chem Comm 2016 December 21
Sulfoxides are important functional molecules. We develop a short-route (one-pot) synthesis of this class of molecules by reacting thiols with alkenes or alkynes under mild and metal-free conditions. N-Fluorobenzenesulfonimide (NFSI) is used to play dual roles: as a radical initiator for a thiol-ene/-yne reaction to form sulfide adducts, and as efficient oxidant for conversion of the sulfides formed in situ to sulfoxides. Over-oxidation of the sulfoxides to sulfones is avoided in our approach.
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