Solid-phase synthesis of tetrasubstituted 2-imino-1,3-thiazolines using a functionalizing cleavage strategy

A novel solid-phase synthesis of tetrasubstituted 2-imino-1,3-thiazolines using a functionalizing cleavage strategy is described. The synthetic route utilized the ambident reactivity of a dithiocarbamate functionality to synthesize the key resin-bound electrophilic thiazolium intermediate. The desired products were efficiently obtained in high purity by the reaction of various amines with the thiazolium salt.