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Acid hydrolysis of N-methyl derivatives of 4-phenyl-5-oxo-4,5-dehydroindeno[1,2-b]pyridine

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The splitting of the dihydropyridine ring of N-methyl-substituted 4-phenyl-5-oxo-4,5-dihydroindeno[1,2-b]pyridine in an acid medium takes place at the C-N bond. During the splitting of 1,2-dimethyl-4-phenyl-4,5-dihydroindeno[1,2-b]-pyridine, 4-phenyl-4-(indane-1,3-dion-2-yl)butan-2-one is formed, while in the case of the 3-ethoxycarbonyl derivative of indenopyridine, together with the Michael retroreaction leading to 2-benzylideneindane-1,3-dione, a recyclization of the intermediate product into a derivative of dihydroindeno-2-pyridone takes place.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, 1363–1366, October, 1986.

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Lusis, V.K., Mutsenietse, D.K. & Dubur, G.Y. Acid hydrolysis of N-methyl derivatives of 4-phenyl-5-oxo-4,5-dehydroindeno[1,2-b]pyridine. Chem Heterocycl Compd 22, 1104–1107 (1986). https://doi.org/10.1007/BF00473488

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  • DOI: https://doi.org/10.1007/BF00473488

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