Abstract
The reaction of N-phthalyl-β-aryl-β-alanine N′-methyl-N′-phenylhydrazides with phosphorus oxychloride (at∼80 °C) is accompanied by further transformations of the initially formed 2-aminoindole derivatives and leads to isoindolo[1′,2′∶2,3]-pyrimido[5,6-b]indole derivatives. Intermediate 2-aminoindoles were isolated at lower reaction temperatures. The hydrolysis of the isoindolo[1′,2′∶2,3]pyrimido [5, 6-b]indole derivatives was studied. The structures of the compounds obtained were established on the basis of the PMR, IR, and UV spectra and the results of elementary analysis.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
Literature cited
V. G. Zabrodnyaya, Yu. N. Portnov, V. G. Voronin, and A. N. Kost, Khim. Geterotsikl. Soedin., No. 10, 1356 (1980).
Yu. N. Portnov, V. G. Zabrodnyaya, and V. G. Voronin, Summaries of Papers Presented at the 5th All-union Colloquium on the Chemistry, Biochemistry, and Pharmacology of Indole Derivatives (September 1981) [in Russian], Tbilisi (1981), p. 57.
A. N. Kost, R. S. Sagitullin, T. V. Mel'nikova, and G. V. Kaplun, Khim. Geterotsikl. Soedin., No. 10, 1368 (1972).
A. N. Kost, V. G. Zabrodnyaya, Yu. N. Portnov, and V. G. Voronin, Khim. Geterotsikl. Soedin., No. 4, 484 (1980).
T. V. Mel'nikova, A. N. Kost, R. S. Sagitullin, and N. N. Borisov, Khim. Geterotsikl. Soedin., 1273 (1973).
Author information
Authors and Affiliations
Additional information
Deceased.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 926–929, July, 1982.
Rights and permissions
About this article
Cite this article
Portnov, Y.N., Zabrodnyaya, V.G., Voronin, V.G. et al. Intramolecular cyclization of N-phthalyl-β-aryl-β-alanine phenylhydrazide. Chem Heterocycl Compd 18, 703–706 (1982). https://doi.org/10.1007/BF00568946
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00568946