Skip to main content
SpringerLink
Log in

Synthesis of 2-(dibenzosuberen-5-yl)-1,3-dicarbonyl compounds

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

Abstract

Reaction of dibenzosuberen-5-ol with 1,3-dicarbonyl compounds catalyzed with scandium(III), copper(II), or indium(III) triflate (5 mol %) afforded 2-(dibenzosuberen-5-yl)-1,3-dicarbonyl compounds in 63–86% yield.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Kleeman, A., and Engel, J., Pharmazeutische Wirkstoff. Stuttgart: Thieme, 1982.

    Google Scholar 

  2. Yunnikova, L.P., Akent’eva, T.A., and Aleksandrova, G.A., Pharm. Chem. J., 2013, vol. 46, no. 12, p. 723. DOI:10.1007/s11094-013-0878-5.

    Article  CAS  Google Scholar 

  3. Engelhardt, E.L., Christy, M.E., Colton, C.D., Freeman, M.B., Boland, C.C., Halpern, L.M., Vernier, V.G., and Stone, C.A., J. Med. Chem., 1968, vol. 11, p. 325. DOI:10.1021/jm00308a031.

    Article  CAS  Google Scholar 

  4. Berg, G., Winter, M.L., Boer, W.A., and Nauta, W.T., Biochem. Pharmacol., 1976, vol. 25, p. 1397. DOI:10.1016/0006-2952(76)90110-6.

    Article  Google Scholar 

  5. Winter, M.L., and Nauta, W.T., Eur. J. Med. Chem., 1977, vol. 12, p. 125.

    Google Scholar 

  6. Graaf, C., Oostenbrink, C., Keizers, P.H.J., Wijst, T., Jongejan, A., and Vermeulen, N.P.E., J. Med. Chem., 2006, vol. 49, p. 2417. DOI: 10.1021/jm0508538.

    Article  Google Scholar 

  7. Smith, V.A. and Dil’man, A.D., Osnovy sovremennogo organicheskogo sinteza (The Bases of Contemporary Organic Synthesis), Moscow: Binom, 2009.

    Google Scholar 

  8. Isakova, V.G., Khlebnikova, T.S., and Lakhvich, F.A., Russ. Chem. Rev., 2010, vol. 79, no. 10, p. 849. DOI:10.1070/RC2010v079n10ABEH004123.

    Article  CAS  Google Scholar 

  9. Confalone, P.N., and Huie, E.M., J. Org. Chem., 1983, vol. 48, p. 2994. DOI: 10.1021/jo00166a011.

    Article  CAS  Google Scholar 

  10. Galvez, N., Molins, E., Moreno-Manas, M., Sebastian, R.M., Serra, N., Trepat, E., and Vallribera, A., J. Heterocycl. Chem., 2000, vol. 37, p. 895. DOI: 10.1002/jhet.5570370437.

    Article  CAS  Google Scholar 

  11. Yasuda, M., Somyo, T., and Baba, A., Angew. Chem. Int. Ed., 2006, vol. 45, p. 793. DOI: 10.1002/anie.200503263.

    Article  CAS  Google Scholar 

  12. Kumar, R., and Eycken, E.V., Chem. Soc. Rev., 2013, vol. 42, p. 1121. DOI: 10.1039/c2cs35397k.

    Article  CAS  Google Scholar 

  13. Turmasova, A.A., Spesivaya, E.S., Konshina, Dzh.N., and Konshin, V.V., Russ. Chem. Bull. Int. Ed., 2012, no. 9, p. 1733 DOI: 10.1007/s11172-012-0239-7.

    Google Scholar 

  14. Turmasova, A.A., Konshin, V.V., and Konshina, Dzh.N., Russ. J. Gen. Chem., 2014, vol. 84, no. 7, p. 1273 DOI:10.1134/S1070363214070044.

    Article  CAS  Google Scholar 

  15. Huang, W., Wang, J., Shen, Q., and Zhou, X., Tetrahedron Lett., 2007, vol. 48, p. 3969. DOI: 10.1134/S1070363214070044.

    Article  CAS  Google Scholar 

  16. Kobayashi, S., Hachiya, I., Araki, M., and Ishitani, H., Tetrahedron Lett., 1993, vol. 34, p. 3755. DOI: 10.1134/S1070363214070044.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Kuban State University, ul. Stavropol’skaya 149, Krasnodar, 350040, Russia

    E. S. Spesivaya, V. V. Konshin & Dzh. N. Konshina

Authors
  1. E. S. Spesivaya
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. V. V. Konshin
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Dzh. N. Konshina
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to E. S. Spesivaya.

Additional information

Original Russian Text © E.S. Spesivaya, V.V. Konshin, Dzh.N. Konshina, 2015, published in Zhurnal Obshchei Khimii, 2015, Vol. 85, No. 6, pp. 944–948.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Spesivaya, E.S., Konshin, V.V. & Konshina, D.N. Synthesis of 2-(dibenzosuberen-5-yl)-1,3-dicarbonyl compounds. Russ J Gen Chem 85, 1412–1415 (2015). https://doi.org/10.1134/S1070363215060092

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363215060092

Keywords

Search

Navigation