Abstract
A study was carried out on the reaction of α-substituted 2-hydroxyacetophenones with the mixed anhydride of acetic and formic acids in the presence of bases of different strength. Chromones containing a conjugated electron-withdrawing substituent at C(3) are formed in close to quantitative yield in the presence of triethylamine. The preparation of chromones containing an unconjugated substituent under these conditions is recommended only for 5-hydroxy chromones.
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V. G. Pivovarenko and V. P. Khilya, Khim. Geterotsikl. Soedin., No. 5, 625 (1991).
A. Nohara, T. Kato, T. Kawarazaki, and E. Sawa, USSR Patent No. 867,308; Byul. Izobr., No. 35, 262 (1981).
A. L. Kazakov, V. P. Khilya, V. V. Mezheritskii, and D. Liktei, Natural and Modified Isoflavonoids [in Russian], Izd. Rostovsk. Univ., Rostov-on-the-Don (1985).
G. W. Moersch, D. F. Morrow, and W. A. Neuklis, J. Med. Chem., 10, 154 (1967).
V. Szabo, L. G. Grishko, S. Borbei, and V. P. Khilya, Khim. Geterotsikl. Soedin., No. 2, 174 (1975).
V. P. Khilya, L. G. Grishko, and T. I. Zhul', Khim. Geterotsikl. Soedin., No. 8, 1108 (1976).
R. Adams (ed.), Organic Reactions [Russian translation], Vol. 5, Inos. Lit., Moscow (1951), p. 284.
V. P. Khilya, V. G. Pivovarenko, and N. V. Gorbulenko, USSR Inventor's Certificate No. 1,333,674; Byul. Izobr., No. 32, 212 (1987).
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For Communication 1, see [1].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 595–600, May, 1992
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Pivovarenko, V.G., Khilya, V.P. Mixed anhydride of acetic and formic acids in the synthesis of chromones. Chem Heterocycl Compd 28, 497–502 (1992). https://doi.org/10.1007/BF00475243
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DOI: https://doi.org/10.1007/BF00475243