INTRAMOLECULAR CYCLIZATION OF N-PHTHALYL-β-ARYL-β-ALANINE PHENYLHYDRAZIDE

Article abstract of DOI:10.1007/BF00568946

The reaction of N-phthalyl-β-aryl-β-alanine N'-methyl-N'-phenylhydrazides with phosphorus oxychloride (at cca 80 deg 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.