Highly Selective Pd-Catalyzed Intermolecular Fluorosulfonylation of Styrenes
Journal of the American Chemical Society2015Vol. 137(7), pp. 2468–2471
Citations Over TimeTop 1% of 2015 papers
Abstract
A novel Pd-catalyzed intermolecular regio- and diastereoselective fluorosulfonylation of styrenes has been developed under mild conditions. This reaction exhibits a wide range of functional-group tolerance in styrenes and arylsulfinic acids to afford various β-fluoro sulfones. Preliminary mechanistic study reveals an unusual mechanism, in which a high-valent L2Pd(III)F species side-selectively reacts with a benzylic carbon radical to deliver a C-F bond. This pathway is distinct from a previously reported radical fluorination reaction.
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