Using of 4-amino-2-phenylindoles in the synthesis of pyrroloquinolines by the combes reaction

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 pyrrolo2,3-h]-quinolines. The products of cyclization with participation of indole 3 atom were not detected.