Conclusions
-
1.
A method has been found for the preparation of fluorinated enethiols by heating perfluoroalkenyl (or cycloalkenyl) benzyl sulfides with inorganic acids.
-
2.
The enethiol form has been converted into the thiocarbonyl form, and the reactivities of both forms have been studied.
-
3.
The perfluorinated enethiols are not in tautomeric equilibrium with the corresponding thioketones.
Similar content being viewed by others
Literature cited
R. A. Bekker, V. Ya. Popkova, and I. L. Knunyants, Izv. Akad. Nauk SSSR, Ser. Khim., 2175 (1980).
R. A. Bekker, V. Ya. Popkova, and I. L. Knunyants, Izv. Akad. Nauk SSSR, Ser. Khim., 1176 (1981).
L. Brandsma, Rec. Trav. Chim.,89, 593 (1970).
D. Paquer and J. Vialle, Bull. Soc. Chim. France, 3595 (1969).
M. G. Voronkov, É. N. Deryagina, M. A. Kuznetsova, and I. D. Kalikhman, Zh. Org. Khim.,14, 185 (1978).
É. N. Deryagina, M. A. Kuznetsova, O. B. Bannikova, and M. G. Voronkov, Zh. Org. Khim.,14, 2012 (1978).
R. Mayer, J. Morgenstern, and J. Fabian, Angew. Chem., Int. Ed.,3, 277 (1964).
H. Hart, Chem. Rev.,79, 515 (1979).
F. Stacey and J. Harris, J. Am. Chem. Soc.,85, 963 (1963).
D. Wiley and H. Simmons, J. Org. Chem.,29, 1876 (1964).
I. L. Knunyants, L. S. German, G. G. Belen'kii, and G. I. Savicheva, Inventor's Certificate No. 525300 (USSR); Byull. Izobret., No. 22, 230 (1979).
M. Maruta and N. Ishikawa, J. Fluor. Chem.,13, 111 (1979).
C. Krespan, J. Am. Chem. Soc.,83, 3435 (1961).
C. Krespan and D. England, J. Org. Chem.,33, 1850 (1968).
Author information
Authors and Affiliations
Additional information
For previous communications, see [1, 2].
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2347–2354. October, 1982.
Rights and permissions
About this article
Cite this article
Bekker, R.A., Ya. Popkova, V. & Knunyants, I.L. Fluorinated enethiols. Russ Chem Bull 31, 2066–2073 (1982). https://doi.org/10.1007/BF00950657
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00950657