Abstract
A new method was developed for the one-step synthesis of spiro derivatives of fused quinolines by the reactions of ortho-amino derivatives of benzaldehyde with Meldrum"s acid, cyclohexane-1,3-dione, or N,N"-disubstituted barbituric acids.
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References
O. Meth-Cohn and H. Suschitzky, Adv. Heterocycl. Chem., 1972, 14, 211.
J. Pinnow, Ber. Dtsch. Chem. Ges., 1895, 28, 3039.
R. K. Grantham and O. Meth-Cohn, J. Chem. Soc., C, 1969, 70.
J. Martin, O. Meth-Cohn, and H. Suschitzky, Tetrahedron Lett., 1973, 14, 4495.
H. Suschitzky, R. E. Walrond, and R. Hull, J. Chem. Soc., Perkin Trans. 1, 1977, 47.
R. Kirschke, A. Möller, E. Schmaltz, R. J. Kuban, and B. Schulz, Tetrahedron Lett., 1986, 27, 4281.
W. H. N. Nijhuis, W. Verboom, S. Harkema, and D. N. Reinhoudt, Recl. Trav. Chim. Pays-Bas, 1989, 108, 147.
Y. Cheng, H.-L. Ye, Y.-H. Zhan, and O. Meth-Cohn, Synthesis, 2001, 904.
Y. Cheng, H.-B. Yang, B. Liu, O. Meth-Cohn, D. Watkin, and S. Humphries, Synthesis, 2002, 906.
W. Verboom and D. N. Reinhoudt, Rec. Trav. Chim. Pay-Bas, 1990, 109, 311.
O. Melh-Cohn and H. Suschiizky, Adv. Heterocycl. Chem., 1996, 65, 1.
V. Ojea, I. Muinelo, and J. M. Quintela, Tetrahedron, 1998, 54, 927.
T. V. Glukhareva, E. V. D´yachenko, and Yu. Yu. Morzherin, Khim. Geterotsikl. Soedin., 2002, 1610 [Chem. Heterocycl. Compd., 2002, 38, 1426 (Engl. Transl.)]
W. H. N. Nijhuis, W. Verboom, A. Abu El-Fadl, G. J. van Hummel, and D. N. Reinhoudt, J. Org. Chem., 1989, 54, 199.
W. H. N. Nijhuis, W. Verboom, and D. N. Reinhoudt, Synthesis, 1987, 641.
W. Verboom, D. N. Reinhoudt, R. Visser, and S. Harkema, J. Org. Chem., 1984, 49, 269.
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D"yachenko, E.V., Glukhareva, T.V., Nikolaenko, E.F. et al. tert-Amino effect in heterocyclic chemistry. Synthesis of hydrogenated spiro derivatives of quinolines. Russian Chemical Bulletin 53, 1240–1247 (2004). https://doi.org/10.1023/B:RUCB.0000042280.71728.d0
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DOI: https://doi.org/10.1023/B:RUCB.0000042280.71728.d0