Issue 4, 2015

Metal catalyzed cross-coupling of aryl and benzyl methyl sulfides: nickel catalyzed Caryl–Csp3 and Csp3–Csp3 bond formations

Abstract

The functionalization of CAr–SMe and Csp3–SMe bonds by direct exchange of the sulfur atom with an activated sp3-carbon has been developed. Reactions with LiCH2SiMe3 in the presence of a Nickel catalyst proceed with good yields and allow the conversion of aryl and benzyl methyl sulfides to trimethylsilylated products which are valuable precursors for the synthesis of olefins, various alcohols and amines, diols and aromatic carboxylic acids.

Graphical abstract: Metal catalyzed cross-coupling of aryl and benzyl methyl sulfides: nickel catalyzed Caryl–Csp3 and Csp3–Csp3 bond formations

Supplementary files

Article information

Article type
Research Article
Submitted
01 Jan 2015
Accepted
11 Feb 2015
First published
17 Feb 2015

Org. Chem. Front., 2015,2, 350-353

Metal catalyzed cross-coupling of aryl and benzyl methyl sulfides: nickel catalyzed Caryl–Csp3 and Csp3–Csp3 bond formations

M. Leiendecker, A. Chatupheeraphat and M. Rueping, Org. Chem. Front., 2015, 2, 350 DOI: 10.1039/C5QO00001G

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