α-C-H Alkylation of Methyl Sulfides with Alkenes by a Scandium Catalyst.

J Am Chem Soc

Organometallic Chemistry Laboratory, RIKEN , 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.

Published: January 2018

The C-H addition of sulfides to alkenes is an atom-efficient route for the functionalization and modification of sulfide compounds through C-C bond formation, but this transformation is highly challenging. We report here the regioselective α-C(sp)-H addition of a wide range of methyl sulfides to a variety of olefins and dienes by a half-sandwich scandium catalyst. This protocol provides a unique route for the synthesis of diverse sulfide derivatives through C-C bond formation at a sulfur-adjacent carbon atom in a 100% atom efficient fashion.

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http://dx.doi.org/10.1021/jacs.7b11245DOI Listing

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