Abstract
5-Hydroxy-3-(1-oxo-2,3-epoxyalkyl)benzofurans were obtained with yields of up to 81% by the reaction of p-benzoquinone with oxiranyl β-dimethylaminovinyl ketones in acetic acid.
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REFERENCES
G. Z. Stasevich, M. V. Kudrevatykh, and O. N. Bubel, Khim. Geterotsikl. Soedin., 225 (1998).
C. D. Nenitzescu, Bull. Soc. Chim. Romani, 11, 37 (1927).
A. N Grinev, N. K. Kul'bovskaya, and A. P. Terent'ev, Zh. Obshch. Khim., 25, 1355 (1955).
I. N. Pidevich, Pharmacology of Serotonin-Reactive Structures [in Russian], Meditsina, Moscow (1977).
V. P. Sergeev and N. L. Shimanovskii, Receptors of Physiologically Active Substances [in Russian], Meditsina, Moscow (1987).
A. N. Grinev, V. I. Shvedov, and I. P. Sugrobova, Zh. Obshch. Khim., 31, 2298 (1961).
E. M. Popov, G. A. Kogan, and V. N. Zheltova, Teor. Eksp. Khim., 6, No. 1, 14 (1970).
J. J. P. Stewart, J. Comput. Chem., 10, 209 (1989).
J. A. Pople and D. L. Beveridge, Approximate Molecular Orbital Theory, McGraw-Hill, New York (1970).
G. Z. Stasevich, O. N. Bubel', I. G. Tishchenko, and M. V. Kudrevatykh, Khim. Geterotsikl. Soedin., 1028 (1987).
F. A. Trofimov, I. T. Mukhanova, and A. N. Grinev, Zh. Org. Khim., 3, 2185 (1967).
L. J. Bellamy, New Data on the Infrared Spectra of Complex Molecules [Russian translation], Mir, Moscow, (1971), p. 167.
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Stasevich, G.Z., Stepanenko, V.L., Kudrevatykh, M.V. et al. Oxiranyl β-Aminovinyl Ketones. 7. Synthesis of 5-Hydroxy-3-(1-oxo-2,3-epoxyalkyl)benzofurans. Chemistry of Heterocyclic Compounds 39, 707–712 (2003). https://doi.org/10.1023/A:1025678625100
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DOI: https://doi.org/10.1023/A:1025678625100