Aryl methyl sulfides via SNAr using DMSO as the source of the thiomethyl moiety.

Authors :: Jones-Mensah, Ebenezer
Magolan, Jakob
Source :: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. Sep2014, Vol. 55 Issue 38, p5323-5326. 4p.
Publication Year :: 2014
Abstract: A unique synthesis of aryl methyl sulfides is reported proceeding via reduction of dimethylsulfoxide to dimethylsulfide at elevated temperature in the presence of Hunig’s base followed by nucleophilic aromatic substitution and demethylation. Activated aryl fluorides, chlorides, and nitrobenzenes are suitable substrates with 13 examples provided. Dimethylsulfoxide serves as a simple and inexpensive formal source of the thiomethyl moiety. [ABSTRACT FROM AUTHOR]

Subjects :: *DIMETHYL sulfide
*DIMETHYL sulfoxide
*MOIETIES (Chemistry)
*CHEMICAL synthesis
*CHEMICAL reduction

Language :: English
ISSN :: 00404039
Volume :: 55
Issue :: 38
Database :: Academic Search Index
Journal :: Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :: Academic Journal
Accession number :: 97841540
Full Text :: https://doi.org/10.1016/j.tetlet.2014.07.058

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