Abstract
A rearrangement that leads to the formation of mixtures of 2,4- and 2,3-diaryl-substituted 5-oxotetrahydroquinoline oximes was observed in the heterocyclization of oxo 1,5-diketones of the 2-(3-oxopropyl)cyclohexane-1,3-dione series, as well as in the recyclization of 5-oxotetrahydro-4H-chromenes, in the presence of excess hydroxylamine hydrochloride. It was established that the rearrangement proceeds only when electron-donor groups are present in the starting compounds.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 209–214, February, 1990.
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Markova, L.I., Kazarinova, T.D., Yudovich, L.M. et al. Characteristics of heterocyclization of triketones of the 2-(3-oxopropyl)cyclohexane-1,3-dione series with hydroxylamine hydrochloride. Chem Heterocycl Compd 26, 178–183 (1990). https://doi.org/10.1007/BF00499412
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DOI: https://doi.org/10.1007/BF00499412