Abstract
Upon reaction of 4-oxo-5-hydroxiinirto-4,5,6,7-tetrahydrobenzofurazan and -tetrahydrobenzofuroxan with enamines, derivatives of N-oxides of tetrahydropyrrolo[2,3-e]benzofitrazan are fonned. Upon action of acids on these compounds, we observe formation of derivatives of indole and 1-hydroxyindole, annelated with the furazan and furoxan rings.
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L. B. Volodarskii, A. N. Lysak, and V. A. Koptyug, Khim. Geterotsikl. Soedin., No. 2, 334 (1968).
B. A. J. Clark, T. J. Evans, and R. G. Simmonds, J. Chem. Soc. Perkin Trans.1, No. 18, 1803 (1975).
V. A. Samsonov and L. B. Volodarskii, Khim. Geterotsikl. Soedin., No. 10, 1408 (1991).
F. H. Allen, 0. Kennard, D. G. Watson, L. Brammer, A. G. Orpen, and R. Taylor, J. Chem, Soc. Perkin Trans. II, No. 12, 1 (1987).
J. Hamer and A. Macaluso, Chem. Rev.,64, 474 (1964).
B. A. Ionin and B. A. Ershov, NMR Spectroscopy in Organic Chemistry [in Russian], Khimiya, Moscow (1967), p. 326.
R. M. Acheson, Adv. Heterocycl. Chem.,51, 106 (1990).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 199–208, February, 1994. Original article submitted February 15, 1994.
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Samsonov, V.A., Volodarskii, L.B., Bagryanskaya, I.Y. et al. Formation of derivatives of indole and 1-hydroxyindole upon reaction of 4-oxo-5-hydroximino-4,5,6,7-tetrahydrobenzofurazan and -tetrahydrobenzofuroxan with enamines. Chem Heterocycl Compd 30, 178–187 (1994). https://doi.org/10.1007/BF01165008
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DOI: https://doi.org/10.1007/BF01165008