Facile Synthesis of New Functionalized Triazacyclopenta[cd]indenones Through a Multicomponent Reaction Followed by an Intramolecular Aminolysis

Abstract

in Wiley Online Library (wileyonlinelibrary.com).An efficient tandem route to the synthesis of triazacyclopenta[cd]indenone derivatives of the cyclazine family has been developed. Target compounds were obtained in moderate to good yields by Groebke-Blackburn-Bienaymé reaction involving a potassium carbonate promoted intramolecular aminolysis. This in turn will set the stage for a wide application of this useful reaction for the synthesis of structurally diverse polyheterocyclic skeletons containing the imidazo[1,2-a]pyridine ring.According to the general procedure, compound 5h as obtained as yellow solid (414 mg, 88% yield); HPLC purity: 100%; mp 98-102°C; 1 H NMR (400 MHz, CDCl 3 ) δ 8.04 (d, J = 8.7 Hz, 1H), 7.95 (d, J = 7.2 Hz, 1H), 7.75 (m, 1H), 7.50 (d,