One-Pot, Three-Component Synthesis of Novel Pyrroloacridinones via Intramolecular ipso Dearomatization–Intramolecular Aza-Michael Addition Sequence

A one-pot, three-component synthesis of novel pyrroloacridinones from a set of alkoxy arenes and 2,6-dialkylphenols, isobutyric aldehyde, and 2-aminobenzonitrile is described. We have demonstrated the efficacy of the combination of intramolecular electrophilic ipso dearomatization of suitable aromatic compounds leading to spiro-substituted cyclohexa-2,5-dienones and intramolecular aza-Michael addition for the preparation of complex aza-heterocyclic systems.