A novel and effective protocol has been developed for the Ullmann-type C--N coupling reaction catalyzed by calix[4]arene supported amino acid ionic liquid and copper(I) iodide in water under microwave irradiation condition The protocol uses ealix[4]arene supported amino acid ionic liquid as double function of the ligand and phase-transfer catalyst, and shows good tolerance in good to excellent yields.
An efficient two-step method was described for the synthesis of chromeno[3',4':5,6]pyrano[2,3-blindole derivatives. The three-component reaction of 4-hydroxycoumarin, variously substituted benzaldehydes and indolin-2-one was promoted by P205 in refiuxing ethanol to give trimolecular adducts, which were then cyclized in 1,2-dichloroethane under reflux using POCI3.
A series of substituted 2,3-diaryl-2-azabicyclo[2.2.2]octan-5-ones have been prepared by an efficient three-component aza-Diels-Alder cycloaddition reaction in water catalyzed by layered α-zirconium hydrogen phosphate (α-ZrP) and sodium calix[4]arene sulfonates bearing pendant short aliphatic chains. The 18 synthesized compounds were assayed for acetylcholinesterase inhibition using mouse acetvlcho]inesterase.