A number of 3-(2-benzofuryl)-6-ethylchromones and their 4-thioxo derivatives were synthesized, and the action of hydroxylamine and hydrazine on them was investigated. Isomeric 3 (5)-(o-hydroxyphenyl) isoxazoles were obtained in the reaction with hydroxylamine. The predominant formation of one or the other isomer depends on the character of the substituents in the 2 and 4 positions of the chromone. The reaction of chromones with hydrazine leads to o-hydroxyphenylpyrazoles. The compounds obtained were characterized by their IR, UV, and PME spectra.
This is a preview of subscription content, log in to check access.
Buy single article
Instant access to the full article PDF.
Price includes VAT for USA
Subscribe to journal
Immediate online access to all issues from 2019. Subscription will auto renew annually.
This is the net price. Taxes to be calculated in checkout.
V. P. Khilya, V. F. Vakulenko, and I. P. Kupchevskaya, Khim. Geterotsikl. Soedin., No. 1, 25 (1979).
L. G. Grishko, I. P. Kupchevskaya, and V. P. Khilya, Dokl. Akad. Nauk, Ukr. SSR, Ser. B, No. 6, 518 (1978).
V. Szabo, J. Borda, and L. Losonczi, Magy. Kem. Folýoirat,83, 278 (1977).
V. Szabo, J. Borda, and V. Vegh, Magy. Kem. Folýoirat,83, 433 (1977).
W. Basinski and Z. Jerzmanowska, Rocz. Chem.,48, 989 (1974).
W. Basinski and Z. Jerzmanowska, Rocz. Chem.,48, 2217 (1974).
R. Beugelmans and C. Morin, Tetrahedron Lett., No. 25, 2145 (1976).
R. Beugelmans and C. Morin, J. Org. Chem.,42, 1356 (1977).
C. Morin and R. Beugelmans, Tetrahedron,33, 3183 (1977).
V. Szabo, L. G. Grishko, S. Borbey, and V. P. Khilya, Khim. Geterotsikl. Soedin., No. 2, 174 (1975).
V. P. Khilya, L. G. Grishko, N. V. Sukharenko, and V. Szabo, Zh. Org. Khim.,8, 1085 (1972).
V. P. Khilya, L. G. Grishko, and F. S. Babichev, Khim. Geterotsikl. Soedin., No. 11, 1474 (1976).
See [ 1] for Communication 7.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 892–897, July, 1981.
About this article
Cite this article
Khilya, V.P., Grishko, L.G. & Davidkova, T.L. Chemistry of heteroanalogs of isoflavones. 8. Reaction of benzofuran analogs of isoflavones and their 4-thioxo derivatives with hydroxylamine and hydrazine. Chem Heterocycl Compd 16, 685–690 (1980). https://doi.org/10.1007/BF00557736
- Organic Chemistry
- Predominant Formation