Abstract
The oxidation of thiabicyclotridecenes with various oxidizing agents proceeds selectively and, depending on the amount and strength of the oxidizing agent, gives sulfoxides, epoxy sulfoxides, or epoxy sulfones. The sulfur atom is initially oxidized, after which the double bond either undergoes epoxidation or hydroxylation.
Similar content being viewed by others
Literature cited
E. N. Karaulova, The Chemistry of Petroleum Sulfides [in Russian], Moscow (1970).
N. N. Novitskaya, R. V. Kunakova, G. K. Samirkhanova, and G. A. Tolstikov, Zh. Organ. Khim., 9, 636 (1973).
N. N. Novitskaya, R. V. Kunakova, E. E. Zaev, G. A. Tolstikov, and L. V. Spirikhin, Zh. Organ. Khim., 11, 1434 (1975).
A. Sh Sultanov, N. N. Novitskaya, V. I. Khvostenko, G. A. Tolstikov, R. V. Kunakova, and S. R. Rafikov, Dokl. Akad. Nauk SSSR, 211, 866 (1973).
L. Fieser and M. Fieser, Reagents for Organic Synthesis, Vol. 1–3, Wiley.
R. A. Raphael (editor), Advances in Organic Chemistry, Vol. 1, Wiley (1960),
E. N. Prilezhaeva, The Prilezhaev Reaction, Electrophilic Oxidation [in Russian], Moscow (1973).
G. A. Tolstikov, U. M. Dzhemilev, N. N. Novitskaya, and V. P. Yur'ev, Izv. Akad. Nauk SSSR, Ser. Khim., 2744 (1972).
N. N. Novitskaya, R. V. Kunakova, L. K. Yuldasheva, E. E. Zaev, E. V. Dmitrieva, and G. A. Tolstikov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 2, 196 (1976).
M. M. Chakrabarty, D. Bhattacharyya, and M. Kundu, Analyst, 95, 85 (1970).
Author information
Authors and Affiliations
Additional information
See [9] for communication XII
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 475–478, April, 1976.
Rights and permissions
About this article
Cite this article
Novitskaya, N.N., Kunakova, R.V. & Tolstikov, G.A. Study of the reaction of sulfur halides with unsaturated compounds. Chem Heterocycl Compd 12, 398–401 (1976). https://doi.org/10.1007/BF00480423
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00480423