Conclusions
-
1.
Sulfoalkenylation of a variety of amines withβ,γ-unsaturatedδ-sultones at normal and elevated pressures gives the corresponding internal salts ofδ-amino-sulfonic acids.
-
2.
Z-Sulfoalkenyl derivatives of primary amines can be cyclized toβ,γ-unsaturatedδ-sultams.
Similar content being viewed by others
Literature cited
A. Mustafa, Chem. Rev.,54, 195 (1954).
E. E. Dzhil'bert, The Sulfonation of Organic Compounds [in Russian], Khimiya, Moscow (1969).
N. E. Good, J. D. Winget, W. Winter, T. N. Connolly, S. Izawa, and R. M. M. Singh, Biochem.,5, 467 (1966).
S. H. Doss and M. Hamed, Org. Prep. Proced. Int.,13, 163 (1981).
A. V. Semenovskii, E. V. Polunin, I. M. Zaks, and A. M. Moiseenkov, Izv. Akad. Nauk SSSR, Ser.' Khim., 1327 (1979).
I. M. Zaks, E. V. Polunin, D. M. Kukovitskii, U. I. Khurgin, A. M. Moiseenkov, and A. V. Semenovskii, Inventor's Certificate No. 859358 (1980); Byull. Izobret., No. 32, 113 (1981).
K. R. Morgan and N. F. Curtis, Austral. J. Chem.,33, 1157 (1980).
M. G. Gonikberg, Chemical Equilibria and Reaction Rates at High Pressures [in Russian], Khimiya, Moscow (1969).
P. Deslongchamps, U. O. Cherijan, and B. J. Taillefer, Can. J. Chem.,57, 3262 (1979).
C. A. Bunton, D. L. Hachey, and J.-P. Leresche, J. Org. Chem.,37, 4036 (1972).
T. P. Forrest and J. Thiel, Can. J. Chem.,59, 2870 (1981).
E. Späth and N. Polgar, Monatsh. Chem.,51, 190 (1929).
É. G. Rozantsev and Yu. V. Kokhanov, Izv. Akad. Nauk SSSR, Ser. Khim., 1477 (1966).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1094–1102, May, 1984.
Rights and permissions
About this article
Cite this article
Zaks, I.M., Él'ynov, B.S., Zhulin, V.M. et al. Synthesis and properties of sulfoalkenyl amides. Russ Chem Bull 33, 1005–1012 (1984). https://doi.org/10.1007/BF01141714
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF01141714