Multicomponent Reaction
of CS2, Amines,
and Sulfoxonium Ylides in Water: Straightforward Access to β‑Keto
Dithiocarbamates, Thiazolidine-2-thiones, and Thiazole-2-thiones
Simple, versatile, and catalyst-free synthetic methods
for β-keto
dithiocarbamates, thiazolidine-2-thiones, and thiazole-2-thiones via
the multicomponent reaction of CS2, amines, and sulfoxonium
ylides have been described. The β-keto sulfoxonium ylides furnished
β-keto dithiocarbamates in the presence of CS2 and
secondary amines, whereas primary amines afforded thiazolidine-2-thiones
or thiazole-2-thiones after dehydration in an acidic environment.
With simple procedures, the reaction has a wide substrate scope and
excellent functional group tolerance.