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Synthesis of indoles from pyridinium salts. 6. Reaction of 3-nitroquinolinium salts with ketones in the presence of amines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

It is shown that in the reaction of 3-nitroquinolinium salts with aliphatic ketones and amines the ketone adds to the 2 and 4 positions with the formation of tricyclic adducts — benzazabicyclononane derivatives. Their conformational analysis was carried out on the basis of the NMR spectral data. Intermediate products of the monoaddition of ketones in the 4 position of the heteroring were isolated for the unsubstituted 3-nitroquinolinium salt.

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See [1] for Communication 5.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1385–1393, October, 1988.

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Yurovskaya, M.A., Afanas'ev, A.Z., Chertkov, V.A. et al. Synthesis of indoles from pyridinium salts. 6. Reaction of 3-nitroquinolinium salts with ketones in the presence of amines. Chem Heterocycl Compd 24, 1149–1157 (1988). https://doi.org/10.1007/BF00475693

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  • DOI: https://doi.org/10.1007/BF00475693

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