Brønsted acidic ionic liquid triethylamine-bonded sulfonic acid {[Et3N-SO3H]Cl} efficiently catalyzes the one-pot multi-component condensation of 2-naphthol with arylaldehydes and dimedone (5,5-dimethylcyclohexane-1,3-dione) under solvent-free conditions to afford 12-aryl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-ones in high yields and relatively short reaction times.
Organocatalyst trityl chloride (Ph3CCl), by in situ formation of trityl carbocation with inherent instability, efficiently catalyzes the condensation of dimedone (5,5-dimethyl-1,3-cyclohexanedione) (2 equiv.) with arylaldehydes (1 equiv.) under solvent-free conditions to afford 9-aryl-1,8-dioxo-octahydroxanthenes in high to excellent yields and in relatively short reaction times. Formation of the carbocationic system is confirmed by studying IR, 1H […]