Categories: C-S Bond Formation >
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.

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.

