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Issue 4, 2015
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Metal catalyzed cross-coupling of aryl and benzyl methyl sulfides: nickel catalyzed Caryl–Csp3 and Csp3–Csp3 bond formations

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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

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Publication details

The article was received on 01 Jan 2015, accepted on 11 Feb 2015 and first published on 17 Feb 2015


Article type: Research Article
DOI: 10.1039/C5QO00001G
Citation: Org. Chem. Front., 2015,2, 350-353
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    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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