Skip to main content
SpringerLink
Log in

Synthesis of 1-(arenesulfonyl)-2-arylpyrrolidines by reaction of N-(4,4-diethoxybutyl)-4-methylbenzene-sulfonamide with phenols

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

Abstract

New 1-(arenesulfonyl)-2-arylpyrrolidines were synthesized by reactions of several phenols with N-(4,4-diethoxybutyl)-4-methylbenzenesulfonamide in the presence of trifluoroacetic acid.

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. Noguchi, T., Tanaka, N., Nishimata, T., Goto, R., Hayakawa, M., Sugidachi, A., Ogawa, T., Asai, F., and Fujimoto, K., Chem. Pharm. Bull., 2007, vol. 55, p. 1494.

    Article  CAS  Google Scholar 

  2. Guo, T., Gu, H., Hobbs, D.W., Rokosz, L.L., Stauffer, T.M., Jacob, B., and Clader, J.W., Bioorg. Med. Chem. Lett., 2007, vol. 17, p. 3010.

    Article  CAS  Google Scholar 

  3. Noguchi, T., Tanaka, N., Nishimata, T., Goto, R., Hayakawa, M., Sugidachi, A., Ogawa, T., Asai, F., Matsui, Y., and Fujimoto, K., Chem. Pharm. Bull., 2006, vol. 54, p. 163.

    Article  CAS  Google Scholar 

  4. Vincent, M. and Jürgen, W., US Patent Appl. no. US2003212066, 2013.

    Google Scholar 

  5. Vincent, M., Eric, V., and Jürgen, W., US Patent no. 6284785, 2001; Chem. Abstr., 2002, vol. 137, no. 201289.

    Google Scholar 

  6. Cheng, X.-C., Wang, Q., Fang, H., Tang, W., and Xu, W.-F., Bioorg. Med. Chem., 2008, vol. 16, p. 7932.

    Article  CAS  Google Scholar 

  7. Nambu, H., Anilkumar, G., Matsugi, M., and Kita, Y., Tetrahedron, 2003, vol. 59, p. 77.

    Article  CAS  Google Scholar 

  8. Yin, Y. and Zhao, G., J. Fluorine Chem., 2007, vol. 128, p. 40.

    Article  CAS  Google Scholar 

  9. Schlummer, B. and Hartwig, J.F., Org. Lett., 2002, vol. 4, p. 1471.

    Article  CAS  Google Scholar 

  10. Xu, T., Qiu, S., and Liu, G., J. Organomet. Chem., 2011, vol. 696, p. 46.

    Article  CAS  Google Scholar 

  11. Tamaru, Y., Hojo, M., Kawamura, S., and Yoshida, Z., J. Org. Chem., 1986, vol. 51, p. 4089.

    Article  CAS  Google Scholar 

  12. Leger, P.R., Murphy, R.A., Pushkarskaya, E., and Sarpong, R., Eur. J. Chem., 2015, vol. 21, p. 4377.

    Article  CAS  Google Scholar 

  13. Cui, Z., Yu, H.-J., Yang, R.-F., Gao, W.-Y., Feng, C.-G., and Lin, G.-Q., J. Am. Chem. Soc., 2011, vol. 133, p. 12394.

    Article  CAS  Google Scholar 

  14. Meguro, M. and Yamamoto, Y., Tetrahedron Lett., 1998, vol. 39, p. 5421.

    Article  CAS  Google Scholar 

  15. Scarborough, C.C. and Stahl, S.S., Org. Lett., 2006, vol. 8, p. 3251.

    Article  CAS  Google Scholar 

  16. Yin, Y., Zhou, H., Sun, G., and Liu, X., J. Heterocycl. Chem., 2015, vol. 52, p. 1337.

    Article  CAS  Google Scholar 

  17. Gazizov, A.S., Smolobochkin, A.V., Voronina, J.K., Burilov, A.R., and Pudovik, M.A., Synth. Commun., 2015, vol. 45, p. 1215.

    Article  CAS  Google Scholar 

  18. Gazizov, A.S., Smolobochkin, A.V., Voronina, J.K., Burilov, A.R., and Pudovik, M.A., Tetrahedron, 2015, vol. 71, p. 445.

    Article  CAS  Google Scholar 

  19. Smolobochkin, A.V., Gazizov, A.S., Burilov, A.R., and Pudovik, M.A., Russ. J. Org. Chem., 2015, vol. 51, p. 1261.

    Article  CAS  Google Scholar 

  20. Gordon, A.J. and Ford, R.A., The Chemist’s Companion, New York: Wiley, 1972.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Arbuzov Institute of Organic and Physical Chemistry, Kazan Scientific Center, Russian Academy of Sciences, ul. Arbuzova 8, Kazan, 420088, Tatarstan, Russia

    A. V. Smolobochkin, A. S. Gazizov, A. R. Burilov & M. A. Pudovik

  2. Kazan National Research Technological University, ul. Karla Marksa 68, Kazan, 420015, Tatarstan, Russia

    E. A. Anikina

Authors
  1. A. V. Smolobochkin
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. E. A. Anikina
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. A. S. Gazizov
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. A. R. Burilov
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. M. A. Pudovik
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to A. S. Gazizov.

Additional information

Original Russian Text © A.V. Smolobochkin, E.A. Anikina, A.S. Gazizov, A.R. Burilov, M.A. Pudovik, 2016, published in Zhurnal Organicheskoi Khimii, 2016, Vol. 52, No. 9, pp. 1316–1319.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Smolobochkin, A.V., Anikina, E.A., Gazizov, A.S. et al. Synthesis of 1-(arenesulfonyl)-2-arylpyrrolidines by reaction of N-(4,4-diethoxybutyl)-4-methylbenzene-sulfonamide with phenols. Russ J Org Chem 52, 1304–1307 (2016). https://doi.org/10.1134/S1070428016090086

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070428016090086

Search

Navigation