Abstract
A number of styryl derivatives that are capable of undergoing formylation and acylation at the side CH=CH group were obtained from 1,2-diphenyl-3-formyl- and 2-phenyl-1,3-diformylcyclopenta[b]chromene by means of the Wittig reaction. It was observed that the Wittig reaction is structurally selective for 2-phenyl-1,3-diformylcyclopenta [b] chromene; the reaction proceeds only at the aldehyde group in the 3 position. Sulfuration of 2-phenyl-1,3-distyrylcyclopenta[b]chromene with sulfur leads to the formation of a new system —benzo[2′,3′]thiepino[4′,5′∶4,5]cyclopenta[b]chromene. A significant bathochromic effect of the styryl groups on the electronic spectra of the cyclopentachromenes was noted.
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L. Bellamy, New Data on the IR Spectra of Complex Molecules [Russian translation], Mir, Moscow (1971), p. 51.
R. N. McDonald and W. S. Stewart, J. Org. Chem., 30, 270 (1965).
K. Hafner and J. Schneider, Ann., 624, 37 (1959).
C. Jutz, West German Patent No. 1079629 (1960); Chem. Abstr., 55, 19833 (1961).
Yu. N. Porshnev, V. A. Churkina, N. A. Andronova, and V. V. Titov, Khim. Geterotsikl. Soedin., No. 7, 902 (1977).
Yu. N. Porshnev, V. A. Churkina, and M. I. Cherkashin, Khim. Geterotsikl. Soedin., No. 6, 751 (1976).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1324–1328, October, 1978.
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Porshnev, Y.N., Churkina, V.A. & Titov, V.V. Synthesis of styryl-substituted 2-phenyl- and 1,2-diphenylcyclopenta[b]-chromenes. Chem Heterocycl Compd 14, 1070–1074 (1978). https://doi.org/10.1007/BF00469943
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DOI: https://doi.org/10.1007/BF00469943