Tanezo Taguchi

Thermal rearrangement of xanthates to dithiolcarbonates—I

Abstract During the pyrolysis of β-dialkylaminoalkyl S-methyl xanthates, dl - trans -2-dimethylaminocyclohexyl S-methyl xanthalate was rearranged without elimination to the corresponding dithiolcarbonate while the cis isomer suffered over-all elimination. It has been suggested that the dimethylamino group attached to the carbon carrying the xanthate group induces the rearrangement. Other examples studied support this mechanism. 2-Benzamidoethyl S-methyl and dl - trans -2-benzamidocyclohexyl S-methyl xanthates have been converted to the corresponding oxazoline derivatives.