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Acetals of lactams and acid amides

XX. Synthesis of hydrogenated derivatives of indole, quinoline, and 1H,1-benzazepine

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Hydrogenated derivatives of indole, quinoline, and 1H,1-benzazepine were synthesized by reaction of 1-methyl-2-benzoylmethylenepyrrolidine, -piperidine, and -hexahydroazepine with acryloyl chloride. Alkylation of 1-methyl-5-oxo-8-benzoyl-1,2,3,4,5,6,7,8-octahydroquinoline with triethyloxonium tetrafluoroborate and subsequent treatment with sodium ethoxide gave the corresponding acetal, the reaction of which with substituted anilines gave 1-methyl-5-arylimino-8-benzoyl-1,2,3,4,5,6,7,8-octahydroquinolines. The IR and PMR spectra of the compounds are presented.

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See [1] for communication XIX.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1348–1351, October, 1977.

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Granik, V.G., Zhidkova, A.M., Glushkov, R.G. et al. Acetals of lactams and acid amides. Chem Heterocycl Compd 13, 1079–1082 (1977). https://doi.org/10.1007/BF00480141

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  • DOI: https://doi.org/10.1007/BF00480141

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