Abstract
Isoflavones and their thiazole and pyrazole analogs are recyclized into the corresponding 4-(2-hydroxyphenyl)-pyrimidine derivatives under the effect of amidines. Their PMR spectra were studied. The effects related to the formation and strength of the intramolecular hydrogen bond were examined.
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V. P. Khilya, I. P. Kupchevskaya, A. L. Kazakov, T. M. Tkachuk, and G. M. Golubushina, Khim. Geterotsikl. Soedin., No. 3, 321 (1982).
T. V. Ramwell, D. S. A. Sherrat, and V. E. Leonard, in: Biochemistry of Phenolic Compounds, J. Harborne, ed., Academic Press (1964).
W. Baker, G. G. Clarke, and J. B. Harborne, J. Chem. Soc., No. 3, 998 (1954).
C. Morin and R. Beugelmans, Tetrahedron, 33, 3183 (1977).
W. Basinski and Z. Jerzmanowska, Roczn. Chem., 48, 989 (1974).
V. Szabo, J. Borda, and L. Losonczi, Acta Chim. Acad. Sci. Hung., 97, 69 (1978).
V. P. Khilya, M. Yu. Kornilov, I. P. Kupchevskaya, and V. F. Vakulenko, Ukr. Khim. Zh., 44, 265 (1978).
V. P. Khilya, V. F. Vakulenko, and I. P. Kupchevskaya, Khim. Geterotsikl. Soedin., No. 1, 25 (1979).
K. Takagi and M. Hubert-Habart, Bull. Soc. Chim. Fr., 369 (1977).
W. Löwe, Ann. Chem., No. 6, 1050 (1977).
A. Albert, R. Goldacre, and J. N. Phillips, J. Chem. Soc., No. 12, 2240 (1948).
V. P. Krivolapov and V. P. Mamaev, Khim. Geterotsikl. Soedin., No. 7, 987 (1979).
V. P. Khilya, A. L. Kazakov, G. M. Golubushina, V. N. Mel'nik, and T. M. Tkachuk, Khim.-Farm. Zh., 15, 40 (1981).
V. P. Khilya, V. Sabo, L. G. Grishko, D. V. Vikhman, F. S. Babichev, and V. A. Dymovich, Khim. Geterotsikl. Soedin., No. 8, 1030 (1975).
L. Farkas, Chem. Ind., No. 36, 1212 (1957).
V. Szabó and Sz. Borbély, Acta Univ. Debrecen, Ser. Phys. Chem., 261 (1972/1973).
V. P. Khilya, L. G. Grishko, and T. I. Zhul', Khim. Geterotsikl. Soedin., No. 8, 1108 (1976).
V. P. Khilya, L. G. Grishko, T. N. Sokolova, and B. Sabo, Zh. Org. Khim., 9, 2572 (1973).
V. P. Khilya, N. A. Yasnikova, A. L. Kazakov, and G. M. Golubushina, Ukr. Khim. Zh., 48, 765 (1982).
J. Murai, Sci. Rep. Saitama Univ., 1A, 139 (1954); Chem. Abstr., 50, 981 (1956).
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For Communication 9, see [1].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1542–1550, November, 1985.
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Khilya, V.P., Kornilov, M.Y., Gorbulenko, N.V. et al. Chemistry of isoflavone heterocyclic analogs. 10. Synthesis of pyrimidines by recyclization of isoflavones and their heterocyclic analogs. Chem Heterocycl Compd 21, 1273–1279 (1985). https://doi.org/10.1007/BF00515229
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DOI: https://doi.org/10.1007/BF00515229