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Paper | Regular issue | Vol 60, No. 12, 2003, pp.2669-2675
Published online, 2nd October, 2003
DOI: 10.3987/COM-03-9877
A New Tetracyclic Ring System of Biological Interest. Indolo[3,2-e][1,2,3]triazolo[1,5-a]pyrimidines through Domino Reactions of 2-Azidoindole

Antonino Lauria, Chiara Patella, Patrizia Diana, Paola Barraja, Alessandra Montalbano, Girolamo Cirrincione, Gaetano Dattolo, and Anna Maria Almerico*

*Dipartimento Farmacochimico, Tossicologico e Biologico, Università degli Studi di Palermo, Via Archirafi 32, 90123 Palermo, Italy

Abstract

Derivatives of the new ring system indolo[3,2-e][1,2,3]triazolo[1,5-a]pyrimidine were easily prepared from 2-azidoindole (7) and substituted acetonitriles. Such a cycliczation represents the first example of an anionic domino reaction in the indole series. The tetracycle of type (10) presents suitable requirements to interact with DNA.