Skip to main content
Log in

1,3-Dipolar cycloaddition reactions of 4,6-diazaphenanthrene 6-phenacylide

1,3-Dipolare Cycloadditionsreaktionen von 4,6-Diazaphenanthren-6-phenacylid

  • Organische Chemie Und Biochemie
  • Published:
Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Summary

The 1,3-dipolar cycloaddition reactions of 4,6-diazaphenanthrene 6-phenacylide formed in situ from the appropriate quaternary bromide in basic medium were investigated; as dipolarophiles acrylonitrile, ethyl acrylate,n-butyl acrylate and diethyl maleate were used.

Zusammenfassung

Es wurden die 1,3-dipolaren Cycloadditionen von 4,6-Diazaphenanthren-6-phenacylid untersucht, welches in situ aus dem entsprechenden quaternären Bromid in Gegenwart von Alkali dargestellt wurde. Als Dipolarophile wurden Acrylnitril, Ethylacrylat,n-Buthylacrylat und Diethylmaleat eingesetzt.

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. Flack J. R., Wittenberger S. J., Rajapaksa D., Mioskowski Ch. Boubia B. (1990) J. Chem. Soc., Perkin 1,1990: 413

    Google Scholar 

  2. Allway Ph. A., Sutherland J. K., Joule J. A. (1990) Tetrahedron Lett.31: 4781

    Google Scholar 

  3. Tominaga Y., Shiroshita Y., Kurokawa, Gotu H., Matsuda Y., Hosomi A. (1989) J. Het. Chem.26: 447

    Google Scholar 

  4. El-Abbady S. A., Ahmed M. G. M., Abdulhamid H. A., Shalaby A. A., Moustafa A. H. (1989) J. prakt. Chem.331: 105

    Google Scholar 

  5. Shestopalov A. M., Sharanin Yu. A., Khikuba M. P., Nesterov V. N., Shklover V. E., Strutchkov Yu. T., Litvinov V. P. (1991) Chim. Get. Sojed.1991: 205

    Google Scholar 

  6. Takahashi T., Kitano K., Hagi T., Nihonmatsu H., Koizumi T. (1989) Chem. Lett.1989: 597

    Google Scholar 

  7. Carceller R., Garcia-Navio J. L., Izquierdo M. L., Alvarez-Builla J., Sanz-Aparicio J., Florencio F. (1989) Heterocycles29: 1877

    Google Scholar 

  8. Śliwa W., Mianowska B. (1989) Heterocycles29: 557

    Google Scholar 

  9. Śliwa W. (1986) Heterocycles24: 181

    Google Scholar 

  10. Śliwa W., Matusiak G., Postawka A. (1985) Heterocycles23: 1513

    Google Scholar 

  11. Śliwa W., Mianowska B. (1991) Acta Chim. Hung.128: 93

    Google Scholar 

  12. Mianowska B., Śliwa W. (1990) Spectrochim. Acta46A: 767

    Google Scholar 

  13. Zelichowicz N., Gaudyn A., Śliwa W. (1987) Trans. Metal Chem.12: 423

    Google Scholar 

  14. Zelichowicz N., Gaudyn A., Śliwa W. (1988) Chem. Papers42: 507

    Google Scholar 

  15. Matusiak G., Śliwa W. (1988) Acta Chim. Hung.125: 267

    Google Scholar 

  16. Śliwa W. (1978) Prace Nauk. Inst. Chem. Org. i Fiz. Politech. Wrocł., 13, Stud. i Mat., No. 8

  17. Bachowska B., Śliwa W. (1984) Monatsh. Chem.115: 1101

    Google Scholar 

  18. Bachowska B., Śliwa W. (1988) Acta Chim. Hung.125: 491

    Google Scholar 

  19. Śliwa W., Bachowska B., Postawka A. (1991) Magn. Res. Chem.29: 1070

    Google Scholar 

  20. Bachowska B., Śliwa W. (1991) Chem. Papers45: 349

    Google Scholar 

  21. Radzikowska T., Śliwa W. (1985) J. prakt. Chem.327: 689

    Google Scholar 

  22. Radzikowska T., Śliwa W. (1987) J. prakt. Chem.329: 529

    Google Scholar 

  23. Girek T., Zujewska T., Śliwa W. (1990) Acta Chim. Hung.127: 711

    Google Scholar 

  24. Zujewska T., Śliwa W. (1988) In: Chemistry of Heterocyclic Compounds. Studies in Organic Chemistry, Vol. 15. Elsevier, Amsterdam, p. 588

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Matusiak, G., Śliwa, W. 1,3-Dipolar cycloaddition reactions of 4,6-diazaphenanthrene 6-phenacylide. Monatsh Chem 124, 161–165 (1993). https://doi.org/10.1007/BF00808675

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00808675

Keywords

Navigation