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Primary condensation of 4-amino-2-phenylindole with ethyl acetoacetate and 4,4,4-trifluoroacetoacetate resulted in corresponding amides, which under acidic conditions were converted to pyrrolo[2,3-h]quinolones. Antibacterial activity of the amide obtained from aminoindole and ethyl 4,4,4-trifluoroacetylacetate was detected.

The reaction of 4-amino-2-phenyl- and 4-amino-l-methyl-2-phenylindoles with a free β-position of the pyrrole ring with acetylacetone and dibenzoylmethane was studied. It was found that primary condensation occurs only on aminogroups and produces the corresponding enaminoketones, which under conditions of enamine acidic cyclization on the basis of dibenzoylmethane, turn into pyrrolo[2,3-h]-quinolines. The products of cyclization with participation of indole 3 atom were not detected.