The behavior of 7-hydroxy-4′-fluoroisoflavones under the conditions of the Mannich reaction with primary amines was studied. New 9-alkyl-substituted 3-(4-fluorophenyl)-9,10-dihydro-4H,8H-chromeno-[8,7-e][1,3]oxazin-4-ones were synthesized. A method was developed for the synthesis of 8-amino- methyl derivatives of isoflavones.
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References
V. P. Khilya, Thesis for Doctor Chem. Sci. [in Russian], Kiev (1986).
P. Da Re and L. Verlicchi, Ann. Chim., 10, 1273 (1960).
P. Da Re, I. Setnikar, and L. Verlicchi, J. Org. Chem., 25, 1097 (1960).
S. A. Demchenko and V. G. Pivovarenko, Ukr. Bioorg. Acta, 1, 11 (2006).
V. P. Khilya, A. L. Kazakov, and G. M. Golubushina, Khim. Farm. Zh., 15, 40 (1981).
N. V. Gorbulenko, V. P. Khilya, M. V. Kolotusha, and L. I. Shevchenko, Dokl. Akad. Nauk UkrSSR. Ser. B, 11, 34 (1990).
N. V. Gorbulenko, S. A. Kirpa, and V. P. Khilya, Khim. Geterotsikl. Soedin., 29 (1993). [Chem. Heterocycl. Comp., 29, 23 (1993)].
M. S. Frasinyuk, A. V. Turov, and V. P. Khilya, Khim. Geterotsikl. Soedin., 1072 (1998). [Chem. Heterocycl. Comp., 34, 923 (1998)].
S. P. Bondarenko, M. S. Frasinyuk, and V. P. Khilya, Khimiya Prirod. Soed., 39, 206 (2003).
S. P. Bondarenko, M. S. Frasinyuk, and V. P. Khilya, Khimiya Prirod. Soed., 39, 273 (2003).
S. P. Bondarenko, M. S. Frasinyuk, and V. P. Khilya, Khimiya Prirod. Soed., 39, 277 (2003).
S. P. Bondarenko, M. S. Frasinyuk, and V. P. Khilya, Khimiya Prirod. Soed., 42, 117 (2006).
A. Aitmambetov and V. P. Khilya, Khimiya Prirod. Soed., 30, 358 (1994).
D. R. Shridhar, C. V. R. Sastry, B. Lal, G. S. Raddi, K. K. Bhopale, R. S. Khokar, and K. Tripathi, Indian J. Chem., 19B, 1065 (1980).
J. N. Gadre and P. S. Raote, Indian J. Chem., 32B, 1285 (1993).
I. V. Nagorichna, M. M. Garazd, Ya. L. Garazd, and V. P. Khilya, Khimiya Prirod. Soed., 43, 14 (2007).
M. M. Garazd, Ya. L. Garazd, A. S. Ogorodniichuk, V. V. Shilin, A. M. Zhivolup, A. V. Turov, and V. P. Khilya, Khimiya Prirod. Soed., 34, 632 (1998).
V. G. Pivovarenko, V. P. Khilya, and S. A. Vasil’ev, Khimiya Prirod. Soed., 25, 639 (1989).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 180-186, February, 2010.
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Bondarenko, S.P., Frasinyuk, M.S. & Khilya, V.P. Features of the aminomethylation of 7-hydroxy-4′-fluoroisoflavones with primary amines. Chem Heterocycl Comp 46, 146–150 (2010). https://doi.org/10.1007/s10593-010-0485-2
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DOI: https://doi.org/10.1007/s10593-010-0485-2