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Regioselective synthesis of cis- and trans-2,4,5-triarylimidazolines and 2,4,5-triarylimidazoles from available reagents

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Abstract

Novel data were obtained concerning the reaction of aromatic aldehydes with ammonia. A preparative method for the synthesis of new substituted 1,3,5-triaryl-2,4-diazapenta-1,4-dienes was developed. These products are the starting reactants for syntheses of cis- and trans-2,4,5-triaryl-2-imidazolines and 2,4,5-triarylimidazoles.

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References

  1. A. Laurent, C. R. Ann., 1837, 21, 130.

    Google Scholar 

  2. A. Laurent, C. R. Acad. Sci. (Paris), 1844, 19, 353; R. B. Bates, D. W. Gosselink, and J. A. Kaczynski, Tetrahedron Lett., 1967, 205.

    Google Scholar 

  3. L. Ekman, Ann., 1859, 112; H. L. Snape and A. Broke, Trans. Chem. Soc. (London), 1899, 77, 208.

  4. S. N. Svetozarskii, E. N. Zil´berman, and A. N. Finkel´shtein, Zh. Obshch. Khim., 1961, 31(5), 1717 [J. Gen. Chem., 1961, 31 (Engl. Transl.)].

    Google Scholar 

  5. O. F. Williams and J. C. Bailar, J. Am. Chem. Soc., 1959, 81, 4466; H. H. Strain, J. Am. Chem. Soc., 1927, 49, 1558; D. H. Hunter and S. K. Sim, Can. J. Chem., 1972, 50, 669.

    Google Scholar 

  6. D. Lucet, Le Gall Thierry, and C. Mioskowski, Angew. Chem., Int. Ed., 1998, 37, 2580.

    Google Scholar 

  7. E. J. Corey and F. N. Kuhle, Tetrahedron Lett., 1997, 38, 8631.

    Google Scholar 

  8. D. H. Hunter and S. K. Sim, J. Am. Chem. Soc., 1969, 91, 6202.

    Google Scholar 

  9. A. T. Nielsen, R. L. Atkins, D. W. Moore, R. Scott, D. Mallory, and J. M. LaBerge, J. Org. Chem., 1973, 38, 3288.

    Google Scholar 

  10. K. Saigo, N. Kubota, S. Takebayashi, and M. Hasegawa, Bull. Chem. Soc. Jpn., 1986, 59, 931.

    Google Scholar 

  11. V. R. Sandel, S. V. McKinley, and H. H. Freedman, J. Am. Chem. Soc., 1968, 90, 495.

    Google Scholar 

  12. J. Nicholson and R. Porets, Can. J. Chem., 1965, 43, 3067.

    Google Scholar 

  13. M. L. Larter, M. Phillips, F. Ortega, G. Aguirre, R. Somanathan, and P. J. Walsh, Tetrahedron Lett., 1998, 39, 4785.

    Google Scholar 

  14. A. Kamal, A. Ahmad, and A. A. Qureshi, Tetrahedron Lett., 1963, 19, 869.

    Google Scholar 

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Authors and Affiliations

  1. Department of Chemistry, M. V. Lomonosov Moscow State University, Leninsky Gory, 119992, Moscow, Russian Federation

    N. A. Lozinskaya, V. V. Tsybezova, M. V. Proskurnina & N. S. Zefirov

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  1. N. A. Lozinskaya
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  2. V. V. Tsybezova
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  3. M. V. Proskurnina
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  4. N. S. Zefirov
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Lozinskaya, N.A., Tsybezova, V.V., Proskurnina, M.V. et al. Regioselective synthesis of cis- and trans-2,4,5-triarylimidazolines and 2,4,5-triarylimidazoles from available reagents. Russian Chemical Bulletin 52, 674–678 (2003). https://doi.org/10.1023/A:1023915024572

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