Abstract
The reaction of octafluorotoluene in DMF with vinylthiolate ion generated from divinyl sulfide by the action of sodium in liquid ammonia afforded 2,3,5,6-tetrafluoro-4-trifluoromethylaniline, 3,6-difluoro-4-trifluoromethyl-1,2,5-tris(vinylsulfanyl)benzene, and 3,6-difluoro-N, N-dimethyl-4-trifluoromethyl-2,5-bis-(vinylsulfanyl)aniline. Under the same conditions, 2,3,5,6-tetrafluoro-4-trifluoromethylaniline gave rise to 3,6-difluoro-4-trifluoromethyl-2,5-bis(vinylsulfanyl)aniline.
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REFERENCES
Amosova, S.V., Gostevskaya, V.I., Gavrilova, G.M., Afonin, A.V., Romanenko, L.S., and Stefanik, L., Zh. Org. Khim., 1992, vol. 28, p. 1463.
Amosova, S.V., Gostevskaya, V.I., Gavrilova, G.M., Afonin, A.V., and Toryashinova, D.-S.D., Zh. Org. Khim., 1993, vol. 29, p. 2416.
Amosova, S.V., Gostevskaya, V.I., Gavrilova, G.M., and Afonin, A.V., Russ. J. Org. Chem., 2003, vol. 39, p. 713.
Ishikawa, N. and Kobayashi, E., Ftor, khimiya i primenenie (Fluorine. Chemistry and Applications), Moscow: Mir, 1982, p. 156.
Burdon, J.A., Damadaran, V.A., and Tatlow, J.C., J. Chem. Soc., 1964, p. 763.
Kobrina, L.S., Fluorine Chemistry Reviews, New York: Marcel Dekker, 1974, p. 112.
Abezgauz, F.I. and Sokolov, S.V., Zh. Obshch. Khim., 1967, vol. 37, p. 809.
Gerasimova, T.N. and Kargapolova, I.Yu., Izv. Sib. Otd. Akad. Nauk SSSR, Ser. Khim., 1986, vol. 15, p. 112.
Yakobson, G.G., Shteingarts, V.D., Furin, G.G., and Vorozhtsov, N.N., Zh. Obshch. Khim., 1964, vol. 34, p. 3514.
Alsop, D.J., Burdon, J.A., and Tatlow, J.C., J. Chem. Soc., 1962, p. 1801.
Poleshchuk, O.Kh., Korobeinicheva, I.K., Fugaeva, O.M., and Furin, G.G., Russ. J. Org. Chem., 2003, vol. 39, p. 1603.
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Translated from Zhurnal Organicheskoi Khimii, Vol. 41, No. 3, 2005, pp. 411–414.
Original Russian Text Copyright © 2005 by Amosova, Gavrilova, Afonin.
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Amosova, S.V., Gavrilova, G.M. & Afonin, A.V. Synthesis of Vinylsulfanyl-Substitued Polyfluorobenzenes from Perfluorotoluene. Russ J Org Chem 41, 402–405 (2005). https://doi.org/10.1007/s11178-005-0178-y
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DOI: https://doi.org/10.1007/s11178-005-0178-y