Russian Journal of Organic Chemistry

, Volume 52, Issue 5, pp 701–705 | Cite as

Modified Hantzsch reaction in the presence of chiral organic catalysts

  • A. M. Magerramov
  • E. Z. Guseinov
  • I. M. Akhmedov
  • Dj. Tanyeli
  • M. M. Kurbanova


Modified Hantzsch reaction in three- and four-component system in the presence of new chiral organic catalysts was investigated and the advantages of this reaction in three-component system compared to four-component one were demonstrated, the influence of catalysts on the dynamics and stereochemistry of the reaction was elucidated. The enantiomeric excess of the main reaction product was evaluated with HPLC, its structure was proved by X-ray diffraction analysis.


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  1. 1.
    Cosconati, S., Marinelli, L., Lavecchia, A., and Novellino, E., J. Med. Chem., 2007, vol. 50, p. 1504.CrossRefGoogle Scholar
  2. 2.
    Gilpin, P.K. and Pachla, L.A., Anal. Chem., 1999, vol. 71, p. 217.CrossRefGoogle Scholar
  3. 3.
    Bridgwood, K.L., Veitch, G.E., and Ley, S.V., Org. Lett., 2008, vol. 10, p. 3627.CrossRefGoogle Scholar
  4. 4.
    Mekheimer, R.A., Hameed, A.A., and Sadek, K.U., Green Chem., 2008, vol. 10, p. 592.CrossRefGoogle Scholar
  5. 5.
    Legeay, J., Eyndeb, J.V., and Bazureau, J.P., Tetrahedron, 2005, vol. 61, p. 12386.CrossRefGoogle Scholar
  6. 6.
    Sharma, S.D., Hazarika, P., and Konwar, D., Catal. Commun., 2008, vol. 9, p. 709.CrossRefGoogle Scholar
  7. 7.
    Suárez, M., Ochoa, E., Verdecia, Y., Pita, B., Morán, L., Martín, N., Quinteiro, M., Seoane, C., Soto, J., Novoa, H., Blaton, N., and Peters, O.M., Tetrahedron, 1999, vol. 55, p. 875.CrossRefGoogle Scholar
  8. 8.
    Liu, N., Cao, S., Wu, J., Yu, J., Shen, L., Feng, X., and Qian, X., Tetrahedron, 2008, vol. 64, p. 3966.CrossRefGoogle Scholar
  9. 9.
    Sridhar, R. and Perumal, P.T., Tetrahedron, 2005, vol. 61, p. 2465.CrossRefGoogle Scholar
  10. 10.
    Breitenbucher, J.G. and Figliozzi, G., Tetrahedron Lett., 2000, vol. 41, p. 4311.CrossRefGoogle Scholar
  11. 11.
    Shen, L., Song, C., Jingjing, W., Zhang, J., Hui, L., Nianjin, L., and Xuhong, Q., Green Chem., 2009, vol. 11, p. 1414.CrossRefGoogle Scholar
  12. 12.
    Zhang, M., Abdukader, A., Yong, F., and Chengjian, Z., Molecules, 2012, vol. 17, p. 2812.CrossRefGoogle Scholar
  13. 13.
    Emre, Y.Y. and Cihangir, T., Tetrahedron: Asymmetry, 2012, vol. 23, p. 1694.CrossRefGoogle Scholar
  14. 14.
    Murat, I., Yagiz, M.U., and Cihangir, T., J. Org. Chem., 2015, vol. 46, p. 23Google Scholar
  15. 15.
    Murat, I. and Cihangir, T., J. Org. Chem., 2013, vol. 78, p. 1604.CrossRefGoogle Scholar
  16. 16.
    Sheldrick, G.M., SADABS, v. 2.03, Bruker Siemens Area Detector Absorption Correction Program. Bruker AXS, Madison, Wisconsin, USA, 2003.Google Scholar
  17. 17.
    Sheldrick, G.M., SHELXTL, v. 6.12, Structure Determination Software Suite. Bruker AXS, Madison, Wisconsin, USA, 2001.Google Scholar

Copyright information

© Pleiades Publishing, Ltd. 2016

Authors and Affiliations

  • A. M. Magerramov
    • 1
  • E. Z. Guseinov
    • 1
  • I. M. Akhmedov
    • 1
  • Dj. Tanyeli
    • 2
  • M. M. Kurbanova
    • 1
  1. 1.Baku State UniversityBakuAzerbaidjan
  2. 2.Middle East Technical UniversityAnkaraTurkey

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