Multicomponent Reaction of CS2, Amines, and Sulfoxonium Ylides in Water: Straightforward Access to ß-Keto Dithiocarbamates, Thiazolidine-2-thiones, and Thiazole-2-thiones.

ABSTRACT

Simple, versatile, and catalyst-free synthetic methods for ß-keto dithiocarbamates, thiazolidine-2-thiones, and thiazole-2-thiones via the multicomponent reaction of CS2, amines, and sulfoxonium ylides have been described. The ß-keto sulfoxonium ylides furnished ß-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.