Synthesis of thiocarbamates and related compounds

Recent Literature

S-Alkyl thiocarbamates and S-alkyl O-alkyl carbonothioates were synthesized in good yields by solvent-assisted thiocarboxylation of amines or alcohols with carbon monoxide and sulfur under mild conditions (1 atm, 20 °C) in DMSO or DMF.
T. Mizuno, T. Iwai, Y. Ishino, Tetrahedron, 2005, 61, 9157-9163.

A mild and efficient Mitsunobu-based protocol has been developed for the synthesis of various S-alkyl thiocarbamates from the corresponding thiols and amines using gaseous carbon dioxide, in good to excellent yields.
D. Chaturvedi, N. Mishra, V. Mishra, Synthesis, 2008, 355-357.

Readily prepared carbamoylimidazolium salts act as efficient N,N-disubstituted carbamoylating reagents, as a result of the ‘imidazolium’ effect. The salts react with amines, thiols, phenols/alcohols, and carboxylic acids in high yields, without the need for subsequent chromatographic purification of the products, producing ureas, thiocarbamates, carbamates, and amides, respectively.
M. B. Bertrand, J. P. Wolfe, Tetrahedron, 2005, 61, 6447-6459.

A highly efficient, mild and simple synthesis of dithiocarbamates is based on the one-pot reaction of amines, CS₂, and alkyl halides without using a catalyst under solvent-free conditions. The reaction is a highly atom-economic process for production of S-alkyl thiocarbamates.
N. Azizi, F. Aryanasab, M. R. Saidi, Org. Lett., 2006, 8, 5275-5277.

A mild, convenient, and practical one-pot procedure gives dithiocarbamates in good to excellent yields by condensation of amines, CS₂, and a Michael acceptor, under solvent-free conditions at room temperature.
N. Azizi, F. Ebrahimi, E. Aakbari, F. Aryanasab, M. R. Saidi, Synlett, 2007, 2797-2800.