Reaction of amidrazones 1a–1i with (1,5-dihydro-3-methyl-5-oxo-1-phenyl-4H-pyrazol-4-ylidene)propanedinitrile (2) in ethyl acetate solution in one-step reaction led to the formation of unprecedented pyrazolo[4,3-c][1,2,4]triazino[4,5-a]quinolin-4(5H)-ones 3a–3g along with pyrazolo[4,3-c][1,2,4]triazino[4,5-a]quinolin-12b-oles 3h–3m in moderate to excellent yields. These novel heterocycles were formed via a Michael addition reaction followed by intramolecular cyclization via a dearomatization process.
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We are grateful to Prof. Dr. Jens Christoffers at Institut für Chemie Carl von Ossietzky Universität Oldenburg and Prof. Dr. Georg Manolikakes Fachbereich Chemie-Organische Chemie TU Kaiserslautern for kind help in the measurements of some NMR spectra and HRMS experiments.
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