Skip to main content
Log in

Reactions of azides and condensed tetrazoles with organomagnesium halogen and organolithium compounds

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Reactions of azides and condensed tetrazoles, containing electropositive and electronegative substituents, with organomagnesium halogen compounds and organolithium compounds have been studied. The results obtained, like the study of the IR spectra carried out previously, permit the conclusion that the condensed tetrazoles are tautomeric compounds and the course of the reaction depends on the position of the azido-tetrazole equilibrium, which is affected by the nature of the substituent in the nitrogen-containing ring and the chemical nature of the reagent acting.

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. O. Dimrot, M. Eble, and W. Gruhl, Ber.,40, 2390, 1907.

    Google Scholar 

  2. V. Ya. Pochinok, S. D. Zaitseva, and R. G. El'gort, Ukr. khim. zh.,17, 509, 1951.

    Google Scholar 

  3. V. Ya. Pochinok and S. D. Zaitseva, Ukr. khim. zh.,26, 351, 1960.

    Google Scholar 

  4. A. N. Nesmeyanov, V. N. Drozd, and V. A. Sazonova, DAN,150, 321, 1963.

    Google Scholar 

  5. H. Hoffman, Chem. Ber.,95, 2563, 1962.

    Google Scholar 

  6. V. Ya. Pochinok and L. F. Avramenko, Ukr. khim. zh.,28, 511, 1962.

    Google Scholar 

  7. L. F. Avramenko, V. Ya. Pochinok, and Yu. S. Rozum, ZhOKh,33, 980, 1963.

    Google Scholar 

  8. Yu. N. Sheinker, I. Ya. Postovskii, N. P. Bednyagina, L. B. Semyavina, and L. F. Lipatova, DAN,141, 1388, 1961.

    Google Scholar 

  9. I. Ya. Postovskii, N. P. Bednyagina, L. B. Semyavina, and Yu. N. Sheinker, Izv. AN SSSR, OFN,36, 1298, 1962.

    Google Scholar 

  10. I. Ya. Postovskii and I. N. Goncharova, ZhOKh,33, 2334, 1963.

    Google Scholar 

  11. I. Ya. Postovskii and N. B. Smirnova, DAN,166, 1136, 1966.

    Google Scholar 

  12. J. H. Boyer and E. J. Miller, J. Am. Chem. Soc.,81, 4671, 1959.

    Google Scholar 

  13. J. H. Boyer, M. S. Chang, and R. F. Reinisch, J. Org. Chem.,26, 286, 1960.

    Google Scholar 

  14. J. H. Boyer and H. W. Hyde, J. Org. Chem.,25, 458, 1960.

    Google Scholar 

  15. J. A. Reynolds and A. Van Allen, J. Org. Chem.,24, 1205, 1959.

    Google Scholar 

  16. H. Behringer and H. J. Fischer, Chem. Ber.,95, 2546, 1962.

    Google Scholar 

  17. C. Temple and J. A. Montgomery, J. Am. Chem. Soc.,86, 2946, 1964.

    Google Scholar 

  18. C. Temple and J. A. Montgomery, J. Org. Chem.,30, 826, 828, 1965.

    Google Scholar 

  19. C. Temple, M. C. Thorpe, W. C. Coburn, and J. A. Montgomery, J. Org. Chem.,31, 935, 1966.

    Google Scholar 

  20. W. Marekwalde and E. Meyer, Chem. Ber.,33, 1833, 1900.

    Google Scholar 

  21. R. Fargher and R. Furness, J. Chem. Soc.,107, 695, 1915.

    Google Scholar 

  22. V. Ya. Pochinok and S. D. Zaitseva, Ukr. khim. zh.,27, 675, 1961.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Skripnik, L.I., Pochinok, V.Y. Reactions of azides and condensed tetrazoles with organomagnesium halogen and organolithium compounds. Chem Heterocycl Compd 4, 353–355 (1968). https://doi.org/10.1007/BF00755279

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00755279

Keywords

Navigation