HETEROCYCLES

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■ Polycondensed Nitrogen Heterocycles. Part 18. Influence of pH in the Intramolecular Coupling Reaction of Diazotized 2-(2-Aminophenyl)-pyrroles

Girolamo Cirrincione, Gaetano Dattolo, Anna Maria Almerico,* and Enrico Aiello

*Instituto di Chimica Farmaceutica e Tossicologica, Università digli Studi di Palermo, Via Archirafi 32, 90123 Palermo, Italy

Abstract

¹H-pyrrolocinnolines (3) or pyrrolobenzotriazines (4) are obtained for amines (1) depending on the pH of the medium. The reaction course was explained on the basis of the position of the equilibrium 2⇔2’ affected by the substituents.