Isothiocyanates from Tosyl Chloride Mediated Decomposition of in Situ Generated Dithiocarbamic Acid Salts
Rince Wong and Sarah J. Dolman*
*Department of Process Research, Merck Frosst Centre for Therapeutic Research, 16711 route transcanadienne, Kirkland, Québec, Canada H9H 3L1, Email: sarah_dolmanmerck.com
R. Wong, S. J. Dolman, J. Org. Chem., 2007, 72, 3969-3971.
DOI: 10.1021/jo070246n (free Supporting Information)
A facile and general protocol for the preparation of isothiocyanates from alkyl and aryl amines relies on a tosyl chloride mediated decomposition of a dithiocarbamate salts that are generated in situ by treatment of amines with carbon disulfide and triethylamine. Vairous alkyl- and arylisothiocyanates have been prepared in good yield.
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