Skip to main content
Log in

Synthesis of Pyrano[4′,3′:2,3]pyrrolo[1,2-a]quinoxalines by Reaction of Aroylpyrroloquinoxalines with Alkyl Vinyl Ethers

  • Published:
Russian Journal of Organic Chemistry Aims and scope Submit manuscript

Abstract

Thermally induced [4 + 2]-cycloaddition of 3-aroylpyrrolo[1,2-a]quinoxaline-1,2,4(5H)-triones with alkyl vinyl ethers afforded mixtures of diastereoisomeric (5S*,6aR*)- and (5R*,6aR*)-5-alkoxy-3-aryl-5,6-dihydropyrano[ 4′,3′: 2,3]pyrrolo[1,2-a]quinoxaline-1,2,7(8H)-triones.

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. Pereira, J.A., Pessoa, A.M., Cordeiro, M.N., Fernandes, R., Prudêncio, C., Noronha, J.P., and Vieira, M., Eur. J. Med. Chem., 2015, vol. 97, p. 664.

    Article  CAS  PubMed  Google Scholar 

  2. González, M. and Cerecetto, H., Expert Opin. Ther. Pat., 2012, vol. 22, p. 1289.

    Article  CAS  PubMed  Google Scholar 

  3. Tsuda, Y. and Sano, T., The Alkaloids: Chemistry and Pharmacology, Cordell, G.A., Ed., San Diego: Academic, 1996, vol. 48, p. 249.

    CAS  Google Scholar 

  4. Parsons, A.F. and Palframan, M.J., The Alkaloids: Chemistry and Biology, Cordell, G.A., Ed., Amsterdam: Elsevier, 2010, vol. 68, p. 39.

    CAS  PubMed  Google Scholar 

  5. Amagata, T., Doi, M., Tohgo, M., Minoura, K., and Numata, A., Chem. Commun., 1999, p. 1321.

    Google Scholar 

  6. Miyata, Y., Diyabalanage, T., Amsler, C.D., McClintock, J.B., Valeriote, F.A., and Baker, B.J., J. Nat. Prod., 2007, vol. 70, p. 1859.

    Article  CAS  PubMed  Google Scholar 

  7. Stepanova, E.E., Aliev, Z.G., and Maslivets, A.N., Russ. J. Org. Chem., 2013, vol. 49, p. 1762.

    Article  CAS  Google Scholar 

  8. Stepanova, E.E. and Maslivets, A.N., Russ. J. Org. Chem., 2016, vol. 52, p. 879.

    Article  CAS  Google Scholar 

  9. Stepanova, E.E., Dmitriev, M.V., Slepukhin, P.A., and Maslivets, A.N., Russ. J. Org. Chem., 2017, vol. 53, p. 74.

    Article  CAS  Google Scholar 

  10. Stepanova, E.E. and Maslivets, A.N., Russ. J. Org. Chem., 2015, vol. 51, p. 1052.

    Article  CAS  Google Scholar 

  11. CrysAlisPro, Version 1.171.37.33 (release 27-03-2014 CrysAlis171.NET), Agilent Technologies.

  12. Palatinus, L. and Chapuis, G., J. Appl. Crystallogr., 2007, vol. 40, p. 786.

    Article  CAS  Google Scholar 

  13. Sheldrick, G.M., Acta Crystallogr., Sect. C, 2015, vol. 71, p. 3.

    Article  CAS  Google Scholar 

  14. Dolomanov, O.V., Bourhis, L.J., Gildea, R.J., Howard, J.A.K., and Puschmann, H., J. Appl. Crystallogr., 2009, vol. 42, p. 339.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to A. N. Maslivets.

Additional information

Original Russian Text © S.O. Kasatkina, M.S. Titov, E.E. Stepanova, M.V. Dmitriev, A.N. Maslivets, 2018, published in Zhurnal Organicheskoi Khimii, 2018, Vol. 54, No. 4, pp. 624–629.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Kasatkina, S.O., Titov, M.S., Stepanova, E.E. et al. Synthesis of Pyrano[4′,3′:2,3]pyrrolo[1,2-a]quinoxalines by Reaction of Aroylpyrroloquinoxalines with Alkyl Vinyl Ethers. Russ J Org Chem 54, 626–632 (2018). https://doi.org/10.1134/S1070428018040188

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070428018040188

Navigation