Skip to main content
Log in

Reactions of 3-amino-1-phenyl- and 3-amino-1-(thien-2-yl)-4,4,4-trifluorobut-2-en-1-ones with 1,2-diaminopropane and 1,2-diamino-3,3,3-trifluoropropane

  • Organic Chemistry
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

The reactions of 3-amino-1-phenyl-and 3-amino-1-(thien-2-yl)-4,4,4-trifluorobut-2-en-1-ones with 1,2-diaminopropane under kinetically controlled conditions afford mixtures ofcis andtrans isomers of 2-aroylmethyl-4-methyl-2-trifluoromethylimidazolidines. Analogous reactions with 1,2-diamino-3,3,3-trifluoropropane yieldcis-2-aroylmethyl-2,4-bis(trifluoro-methyl)imidazolidines.

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. K. I. Pashkevich, A. Ya. Aizikovich, and I. Ya. Postovskii,Izv. Akad. Nauk SSSR, Ser. Khim., 1981, 455 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1981,30 (Engl. Transl.)].

    Google Scholar 

  2. K. N. Zelenin and I. V. Ukraintsev,Org. Prep. Proced. Int., 1998,30, 109.

    Article  CAS  Google Scholar 

  3. G. Crank, D. R. K. Harding, and S. S. Szinai,J. Med. Chem., 1970,13, 1212.

    Article  CAS  Google Scholar 

  4. G. Crank, D. R. K. Harding, and S. S. Szinai,J. Med. Chem., 1970,13, 1215.

    Article  CAS  Google Scholar 

  5. V. Ya. Sosnovskikh and M. Yu. Morozov,Khim. Geterotsikl. Soedin., 1998, 847 [Chem. Heterocycl. Compd., 1998 (Engl. Transl.)].

  6. V. Ya. Sosnovskikh and V. A. Kutsenko,Izv. Akad. Nauk, Ser. Khim., 1999, 546 [Russ. Chem. Bull., 1999,48, 540 (Engl. Transl.)].

  7. A. Ya. Aizikovich, V. Yu. Korotaev, and A. Yu. Barkov,Int. Memorial I. Postovsky Conf. on Organic Chemistry. Ekaterinburg, 1998, 43.

  8. F. A. L. Anet,J. Am. Chem. Soc., 1962,84, 747.

    Article  CAS  Google Scholar 

  9. G. M. J. Slusarczuk and M. M. Joullie,J. Org. Chem., 1971,36 37.

    Article  Google Scholar 

  10. A. Ya. Aizikovich, V. Yu. Korotaev, M. I. Kodess, and A. Yu. Barkov,Zh. Org. Khim., 1998,34, 383 [Russ. J. Org. Chem., 1998,34 (Engl. Transl.)].

    Google Scholar 

  11. H. Günther, NMRSpectroscopy. An Introduction, J. Wiley and Sons, New York, 1980.

    Google Scholar 

  12. S. Proskov, H. E. Simmons, and T. L. Cairns,J. Am. Chem. Soc., 1966,88, 5254.

    Article  Google Scholar 

  13. A. Ya. Aizikovich and I. N. Sheptun,Zh. Org. Khim., 1985,21, 2212 [J. Org. Chem. USSR, 1984,21 (Engl. Transl.)].

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2135–2139, November, 1999.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Sosnovskikh, V.Y., Kutsenko, V.A., Aizikovich, A.Y. et al. Reactions of 3-amino-1-phenyl- and 3-amino-1-(thien-2-yl)-4,4,4-trifluorobut-2-en-1-ones with 1,2-diaminopropane and 1,2-diamino-3,3,3-trifluoropropane. Russ Chem Bull 48, 2112–2116 (1999). https://doi.org/10.1007/BF02494858

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02494858

Key words

Navigation