Skip to main content
Log in

Novel route to the synthesis of chalcogenolanes, chalcogenanes, and 1,2-dichalcogenaepanes*

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

The saturated heterocyclic compounds C4H8Y, C5H10Y, and C5H10Y2 (Y = Se or Te) have been prepared by the reaction of 1,4-dibromobutane or 1,5-dibromopentane with potassium chalcogenides. The novelty of the route consists of the use of the hydrazine hydrate–KOH system for the reductive generation of potassium selenide, telluride, diselenide or ditelluride from elemental chalcogens.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. J. B. Lambert, C. E. Mixan, and D. H. Jonson, J. Am. Chem. Soc., 95, 4634 (1973).

    Article  CAS  Google Scholar 

  2. E. Diez, A. L. Esteban, F. J. Bermejo, and M. Rico, J. Phys. Chem., 84, 3191 (1980).

    Article  CAS  Google Scholar 

  3. A. M. Duffield, H. Budzikiewicz, and C. Djerassi, J. Am. Chem. Soc., 87, 2920 (1965).

    Article  CAS  Google Scholar 

  4. A. L. Esteban and E. Diez, J. Org. Chem., 44, 3425 (1979).

    Article  CAS  Google Scholar 

  5. G. Mugesh, W.-W. Du Mont, and H. Sies, Chem. Rev., 101, 2125 (2001).

    Article  CAS  Google Scholar 

  6. J. Drabwicz and M. Mikolajczyk, Top. Curr. Chem., 208, 143 (2000).

    Article  Google Scholar 

  7. D. H. R. Barton and W. D. Ollis (edotors), General Organic Chemistry [Russian translation], Vol. 9, Khimiya, Moscow (1985), p. 347.

  8. E. N. Deryagina, N. V. Russavskaya, L. K. Papernaya, E. P. Levanova, E. N. Sukhomazova, and N. A. Korchevin, Izv. Akad. Nauk., Ser. Khim., 2395 (2005).

  9. L. P. Turchaninova, N. A. Korchevin, E. N. Deryagina, B. A. Trofimov, and M. G. Voronkov, Zh. Obshch. Khim., 62, 152 (1952).

    Google Scholar 

  10. D. R. Sharafutdinova, Yu. Ya. Efremov, D. S. Ioffe, A. A. Gurlyleva, and B. Ya. Teitel'baum, Dokl. Akad. Nauk SSSR, 282, 334 (1985).

    CAS  Google Scholar 

  11. E. P. Levanova, T. I. Vakul'skaya, S. G. Shevchenko, V. A. Grabel'nykh, E. N. Sukhomazova, A. V. Elaev, A. V. Kolesnikov, L. V. Klyba, N. V. Russavskaya, A. I. Albanov, and N. A. Korchevin, Zh. Org. Khim., 44, 1446 (2008).

    Google Scholar 

  12. I. D. Sadekov, A. A. Maksimenko, and V. I. Minkin, The Chemistry of Organotellurium Compounds [in Russian], Rostov on Don University Publishing House, Rostov on Don (1983), p. 67.

  13. E. P. Levanova, A. V. Elaev, L. V. Klyba, E. R. Zhanchipova, V. A. Grabel'nykh, E. N. Sukhomazova, A. I. Albanov, N. V. Russavskaya, and N. A. Korchevin, Zh. Obshch. Khim., 76, 2059 (2006).

    Google Scholar 

  14. J. Buckingham and S. M. Donaghy, Dictionary of Organic Compounds, Vol. 1, 5th Edition, Chapman and Hall, New York (1982).

    Google Scholar 

  15. Sigma-Aldrich Handbook of Chemical Reagents, Sigma-Aldrich, Russia (2009-2010), p. 162.

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to E. P. Levanova.

Additional information

*Dedicated to Academician M. G. Voronkov on his 90th birthday.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1623-1631, November, 2011.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Levanova, E.P., Grabel’nykh, V.A., Elaev, A.V. et al. Novel route to the synthesis of chalcogenolanes, chalcogenanes, and 1,2-dichalcogenaepanes*. Chem Heterocycl Comp 47, 1345–1352 (2012). https://doi.org/10.1007/s10593-012-0920-7

Download citation

  • Received:

  • Revised:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10593-012-0920-7

Keywords

Navigation