Skip to main content
Log in

Reaction of Naphtho- and Benzimidazolequinones with Enamines. Synthesis of Condensed Benzofurans and Indoles

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of naphthoquinone with nitroenamines and the interaction of benzimidazolequinones with derivatives of β-aminocrotonic ester have been studied. It was shown that in the first case only the synthesis of naphthofurans occurs but in the second imidazoindoles are formed.

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. V. G. Granik,V. M. Lyubchanskaya, andT. I. Mukhanova, Khim.-farm. Zh., No. 6, 37 (1993).

  2. G. R. Allen, Jr, Organic Reactions, Vol. 20, Wiley Interscience, New York (1973), p. 337.

    Google Scholar 

  3. V. M. Lyubchanskaya,L. M. Alekseeva,S. A. Savina, andV. G. Granik, Khim. Geterotsikl. Soedin., 1482 (2000).

  4. T. I. Mukhanova,L. M. Alekseeva, andV. G. Granik, Khim. Geterotsikl. Soedin., 482 (2000).

  5. L. Weinberger andA. R. Day, J. Org. Chem., 24, 1451 (1959).

    Google Scholar 

  6. V. M. Lyubchanskaya,L. M. Alekseeva, andV. G. Granik, Khim. Geterotsikl. Soedin., 40 (1992).

  7. H.-D. Becker in: S. Patai (editor), The Chemistry of Functional Groups, The Chemistry of the Quinoid Compounds, Wiley, Chichester, London, New York, Sydney, Toronto (1974), p. 335.

    Google Scholar 

  8. V. M. Lyubchanskaya,L. M. Alekseeva, andV. G. Granik, Tetrahedron, 53, 15005 (1997).

    Google Scholar 

  9. V. M. Lyubchanskaya,L. M. Alekseeva, andV. G. Granik, Khim. Geterotsikl. Soedin., 640 (1999).

  10. J. Badoz-Lambling andJ. C. Bardin, Electrochim. Acta, 19, 725 (1974).

    Google Scholar 

  11. R. C. Paul andR. Prakash, Res. Bull. Punjab. Univ. Sci., 22, No. 1-2, 193 (1971).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Lyubchanskaya, V.M., Alekseeva, L.M., Savina, S.A. et al. Reaction of Naphtho- and Benzimidazolequinones with Enamines. Synthesis of Condensed Benzofurans and Indoles. Chemistry of Heterocyclic Compounds 39, 61–64 (2003). https://doi.org/10.1023/A:1023016624281

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1023016624281

Navigation