Study On The Reaction Of α-Carbonyl-N, N-Disubstitued Thioformamides

α-Carbonylthioformamide is an important class of compounds because of they are considered to have some potentially physiological activities, however, few reactions have been reported. Acetophenone and its derivatives reacted with thionyl chloride to afford bis (1,1-dichloro-l-aroyl) trisulfides (1), followed by reacting with the secondary amines to give α-carbonyl-N,N-disubstitued thioformamides (2a~2f). Compounds 2a~2f reacted with Lawesson reagent to yield α-thiocarbonyl -N,N-disubstitued thioformamides (3a~3f); reacted with phosphorus pentasulfide to give N,N-disubstitued thioformamides (4a~4f). α-Carbonyl-N,N-disubstitued formamides (5a~5f) were synthesized from compounds 2a~2f under the condition of pH=8~9. Furthermore, compounds 2α-2f and compounds 3a~3f reacted with trimethyl phosphite in xylene to afford tetrasubstituted vinylphosphonates 6a~6f, 7a~7f, 8a~8f and thiophene derivatives 9a~9f, respectively. Based on the results obtained, the mechanisms of the reactions were proposed and the structures of compounds were confirmed by IR, NMR, MS spectra, elemental analyses. Furthermore, the structure of compounds 1 and 6a were analyzed by X-ray detection.