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Study of the reaction of sulfur halides with unsaturated compounds

XIII. Oxidation of thiabicyclotridecenes

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Chemistry of Heterocyclic Compounds Aims and scope

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.

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Literature cited

  1. E. N. Karaulova, The Chemistry of Petroleum Sulfides [in Russian], Moscow (1970).

  2. N. N. Novitskaya, R. V. Kunakova, G. K. Samirkhanova, and G. A. Tolstikov, Zh. Organ. Khim., 9, 636 (1973).

    Google Scholar 

  3. N. N. Novitskaya, R. V. Kunakova, E. E. Zaev, G. A. Tolstikov, and L. V. Spirikhin, Zh. Organ. Khim., 11, 1434 (1975).

    Google Scholar 

  4. 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).

    Google Scholar 

  5. L. Fieser and M. Fieser, Reagents for Organic Synthesis, Vol. 1–3, Wiley.

  6. R. A. Raphael (editor), Advances in Organic Chemistry, Vol. 1, Wiley (1960),

  7. E. N. Prilezhaeva, The Prilezhaev Reaction, Electrophilic Oxidation [in Russian], Moscow (1973).

  8. G. A. Tolstikov, U. M. Dzhemilev, N. N. Novitskaya, and V. P. Yur'ev, Izv. Akad. Nauk SSSR, Ser. Khim., 2744 (1972).

  9. 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).

    Google Scholar 

  10. M. M. Chakrabarty, D. Bhattacharyya, and M. Kundu, Analyst, 95, 85 (1970).

    Google Scholar 

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See [9] for communication XII

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 475–478, April, 1976.

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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

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  • DOI: https://doi.org/10.1007/BF00480423

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