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An Efficient One-Pot Synthesis of Triamides and Amidodiesters

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Abstract

An efficient one-pot procedure has been proposed for the synthesis of compounds containing three carboxamide groups or one carboxamide and two ester groups. The procedure is based on three-component condensation of alkyl isocyanides with 5-alkylidene- or 5-arylmethylene-substituted Meldrum's acids in the presence of such nucleophiles as phenols and amines.

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REFERENCES

  1. Chen, B.-</del>C., Heterocycles, 1991, vol. 32, p. 529.

    Google Scholar 

  2. McNab, H., Chem. Soc. Rev., 1978, vol. 7, p. 345.

    Google Scholar 

  3. Stevenson, R. and Weber, J.V., Heterocycles, 1988, vol. 27, p. 1929.

    Google Scholar 

  4. Bitter, J., Leitich, J., Partale, H., Polansky, O.E., Riemer, W., Ritter-Thomas, U., Schlamann, B., and Stilkerieg, B., Chem. Ber., 1980, vol. 113, p. 1020.

    Google Scholar 

  5. Tietze, L.F. and Kiedrowski, G.V., Tetrahedron Lett., 1981, vol. 22, p. 219.

    Google Scholar 

  6. Takano, S., Satoh, S., and Ogasawara, K., Heterocycles, 1985, vol. 23, p. 41.

    Google Scholar 

  7. Shaabani, A. and Farrokhzad, F., J. Chem. Res., Synop., 1997, p. 344.

  8. Yavari, I., Shaabani, A., and Maghsoodlou, M.T., Monatsh. Chem., 1997, vol. 128, p. 697.

    Google Scholar 

  9. Yavari, I., Shaabani, A., Asghari, S., Olmsted, M., and Safari, N., J. Fluorine Chem., 1997, vol. 86, p. 77.

    Google Scholar 

  10. Shaabani, A., Ajabi, S., Farrokhzad, F., and Bijanzadeh, H.M., J. Chem. Res., Synop., 1999, p. 582.

  11. Shaabani, A., Yavari, I., Teimouri, M.B., Bazgir, A., and Bijanzadeh, H.M., Tetrahedron, 2001, vol. 57, p. 1375.

    Google Scholar 

  12. Shaabani, A. and Teimouri, M.B., J. Chem. Res., Synop., 2002, p. 433.

  13. Hiratani, K., US Patent no. 5 071 989, 1991.

  14. Mohapatara, P.K., Sriram, S., and Badheka, L.P., Sep. Sci. Technol., 2000, vol. 35, p. 39.

    Google Scholar 

  15. Chan Gabriel, Y.S., Drew, M.G.B., and Madic, C., J. Chem. Soc., Dalton Trans., 1997, p. 649.

  16. Iveson, P.B., Drew, M.G.B., and Madic, C., J. Chem. Soc., Dalton Trans., 1999, p. 3605.

  17. Hiratani, K. and Taguchi, K., Chem. Lett., 1989, p. 2073.

  18. Darling, C.M., US Patent no. 4 537 781, 1985.

  19. Jursic, B.S., Tetrahedron Lett., 2000, vol. 41, p. 5325.

    Google Scholar 

  20. Beckwith, A.L.J., The Chemistry of Amides., Zabicky, J., Ed., London: Intersci., 1970, p. 74.

    Google Scholar 

  21. Hedge, J.A., Kruse, C.W., and Snyder, H.R., J. Org. Chem., 1961, vol. 26, p. 3166.

    Google Scholar 

  22. Bihlmayer, G.A., Derflinger, G., Derkosch, J., and Polansky, O.E., Monatsh. Chem., 1967, vol. 98, p. 564.

    Google Scholar 

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Shaabani, A., Teimouri, M.B. & Bijanzadeh, H.R. An Efficient One-Pot Synthesis of Triamides and Amidodiesters. Russian Journal of Organic Chemistry 40, 976–981 (2004). https://doi.org/10.1023/B:RUJO.0000045188.81414.1d

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  • DOI: https://doi.org/10.1023/B:RUJO.0000045188.81414.1d

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