Skip to main content
Log in

Spirocyclohexadienones: IX. Synthesis of 1-alkoxycarbonylmethylidene-6,10-dimethoxy-8-[(alkoxycarbonyl)cyanomethylidene]-3,3-R2-2-azaspiro[4.5]deca-6,9-dienes by four-component condensation of 1,3,5-trimethoxybenzene with α-branched aldehydes and alkyl cyanoacetates

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

Abstract

Four-component condensation of 1,3,5-trimethoxybenzene, a C2-synton, and alkyl cyanoacetate in the presence of concentrated sulfuric acid gave the corresponding 1-alkoxycarbonylmethylidene-6,10-dimethoxy-8-[(alkoxycarbonyl)cyanomethylidene]-3,3-R2-2-azaspiro[4.5]deca-6,9-dienes.

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. Glushkov, V.A., Vetoshkina, T.N., Koltashev, D.V., Maiorova, O.A., Shurov, S.N., and Shklyaev, Yu.V., Russ. J. Org. Chem., 2006, vol. 42, p. 1131.

    Article  CAS  Google Scholar 

  2. Orru, R.V.A. and de Greef, M., Synthesis, 2003, p. 1471.

  3. Glushkov, V.A., Ausheva, O.G., Postanogova, G.A., and Shklyaev, Yu.V., Khim. Geterotsikl. Soedin., 2000, p. 1559.

  4. Gajewski, R.P., Tetrahedron Lett., 1976, vol. 17, p. 4125.

    Article  Google Scholar 

  5. Harshmi, A.S.K., Shwarz, L., and Bolte, M., Tetrahedron Lett., 1998, vol. 39, p. 8969.

    Article  Google Scholar 

  6. Ausheva, O.G., Glushkov, V.A., Shurov, S.N., and Shklyaev, Yu.V., Izv. Ross. Akad. Nauk, Ser. Khim., 2001, p. 1571.

  7. Glushkov, V.A., Ausheva, O.G., Shurov, S.N., and Shklyaev, Yu.V., Izv. Ross. Akad. Nauk, Ser. Khim., 2002, p. 822.

  8. Glushkov, V.A., Ausheva, O.G., Anikina, L.V., Vikharev, Yu.B., Safin, V.A., and Shklyaev, Yu.V., Khim.-Farm. Zh., 2001, vol. 35, no. 7, p. 12.

    Google Scholar 

  9. Wada, M., Konishi, H., Kirishima, K., Takeuchi, H., Natsume, S., and Erabi, T., Bull. Chem. Soc. Jpn., 1997, vol. 70, p. 2737.

    Article  CAS  Google Scholar 

  10. Shklyaev, Yu.V., Nifontov, Yu.V., Shashkov, A.S., and Firgang, S.I., Izv. Ross. Akad. Nauk, Ser. Khim., 2002, p. 2075.

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to V. A. Glushkov.

Additional information

Original Russian Text © O.G. Stryapunina, I.V. Plekhanova, O.A. Maiorova, V.A. Glushkov, Yu.V. Shklyaev, 2008, published in Zhurnal Organicheskoi Khimii, 2008, Vol. 44, No. 12, pp. 1778–1781.

For communication VIII, see [1].

Rights and permissions

Reprints and permissions

About this article

Cite this article

Stryapunina, O.G., Plekhanova, I.V., Maiorova, O.A. et al. Spirocyclohexadienones: IX. Synthesis of 1-alkoxycarbonylmethylidene-6,10-dimethoxy-8-[(alkoxycarbonyl)cyanomethylidene]-3,3-R2-2-azaspiro[4.5]deca-6,9-dienes by four-component condensation of 1,3,5-trimethoxybenzene with α-branched aldehydes and alkyl cyanoacetates. Russ J Org Chem 44, 1752–1755 (2008). https://doi.org/10.1134/S107042800812004X

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S107042800812004X

Keywords

Navigation