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Interaction of secondary amines with aromatic aldehydes-efficient method for synthesis of the functionalized heterocyclic amines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A method is proposed for the benzylation of secondary heterocyclic amines with functionalized derivatives of benzaldehyde in the presence of formic acid under conditions close to amination according to the Leuckart-Wallach reaction.

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References

  1. D. L. Romero, R. A. Morge, C. Biles, N. Berrios-Pena, P. D. May, J. R. Palmer, P. D. Johnson, G. W. Smith, A. G. So, and P. A. Aristoff, J. Med. Chem., 37, 999 (1994).

    Article  CAS  Google Scholar 

  2. C. C. Enguehard-Gueiffier, H. Hübner, Ah. Hakmaoui, H. Allouchi, P. Gmeiner, A. Argiolas, M. R. Melis, and A. Gueiffier, J. Med. Chem., 49, 3938 (2006).

    Article  CAS  Google Scholar 

  3. D. L. Romero, M. Busso, C.-K. Tan, F. Reusser, J. R. Palmer, P. A. Aristoff, A. G. So, L. Resnick, and W. G. Tarplay, Proc. Natl. Acad. Sci. USA, 88, 8806 (1991).

    Article  CAS  Google Scholar 

  4. G. L. Regnier, R. J. Canevari, M. J. Laubie, and J. C. LeDouary, J. Med. Chem., 11, 1151 (1968).

    Article  CAS  Google Scholar 

  5. J. D. Venable, H. Cai, W. Chai, C. A. Dvorak, C. A. Grice, J. A. Jablonowski, C. R. Shah, A. K. Kwok, K. S. Ly, B. Pio, J. Wei, P. J. Desai, W. Jiang, S. Nguyen, P. Ling, S. J. Wilson, P. J. Dunford, R. L. Thurmond, T. W. Lovenberg, L. Karlsson, N. I. Carruthers, and J. P. Edwards, J. Med. Chem., 48, 8289 (2005).

    Article  CAS  Google Scholar 

  6. D. A. Horton, G. T. Bourne, and M. L. Smythe, Chem. Rev., 103, 901 (2003).

    Article  Google Scholar 

  7. M. Leopoldo, P. de Giorgio, F. Berardi, E. Lacivita, N. A. Colabuto, R. Perrone, and V. Tortorella, J Med. Chem., 45, 5727 (2002).

    Article  CAS  Google Scholar 

  8. R. Baltzly, J. S. Buck, E. Lorz, and W. Schon, J. Am. Chem. Soc., 66, 263 (1944).

    Article  CAS  Google Scholar 

  9. A. L. Mndzhoyan, V. G. Afrikyan, M. T. Grigoryan, Yu. N. Sheinker, R. A. Aleksanyan, S. S. Vasil’yan, A. A. Kaldrikyan, and I. A. Dzhigatsnanyan, Arm. Khim. Zh., 21, 603 (1968).

    CAS  Google Scholar 

  10. Yu. Sh. Goldberg and M. V. Shimanskaya, Zh. Org. Khim., 18, 2036 (1982).

    CAS  Google Scholar 

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Correspondence to E. V. Koroleva.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1820–1823, December, 2007.

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Ignatovich, Z.V., Gusak, K.N., Chernikhova, T.V. et al. Interaction of secondary amines with aromatic aldehydes-efficient method for synthesis of the functionalized heterocyclic amines. Chem Heterocycl Comp 43, 1540–1543 (2007). https://doi.org/10.1007/s10593-007-0238-z

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  • DOI: https://doi.org/10.1007/s10593-007-0238-z

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