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

Yong Luo; Yuanhong Ma; Zhaomin Hou

doi:10.1021/jacs.7b11245

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

J Am Chem Soc. 2018 Jan 10;140(1):114-117. doi: 10.1021/jacs.7b11245. Epub 2017 Dec 26.

Authors

Yong Luo¹, Yuanhong Ma¹, Zhaomin Hou^{1

2}

Affiliations

¹ Organometallic Chemistry Laboratory, RIKEN , 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.
² Advanced Catalysis Research Group, RIKEN Center for Sustainable Resource Science , 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.

PMID: 29261308
DOI: 10.1021/jacs.7b11245

Abstract

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(sp³)-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.

Publication types

Research Support, Non-U.S. Gov't