Synthesis of N -vinyl isothiocyanates and carbamates by the cleavage of NH-1,2,3-triazoles with one-carbon electrophiles.

Metal-free cascade reaction of NH-1,2,3-triazoles with one-carbon electrophiles, such as thiophosgene and triphosgene, led to N -vinylated ring cleavage products. Using this approach the synthesis of N -vinylisothiocyanates from NH-triazoles and thiophosgene was achieved. A variety of multifunctional compounds, such as N -vinylcarbamates, unsymmetrical vinylureas, carbamothioates, etc . was prepared by a one-pot method from NH-triazoles, triphosgene and nucleophiles.