A novel catalytic one-pot three-component reaction of aldehydes, o-phenylenediamine derivatives and isocyanides for synthesis of 3,4-dihydroquinoxalin-2-amine derivatives in the presence of zirconium tetrachloride

摘要

A simple and efficient one-pot procedure for the synthesis of biologically interesting 3,4-dihydroquinoxalin-2-amine derivatives through a three-component condensation reaction of o-phenylenediamines, carbonyl compounds and isocyanides in ethanol at room temperature is described. In this work, unlike the other methods, aldehydes reacted as well as ketones in the presence of 10 mol% of zirconium tetrachloride as catalyst to afford good to excellent yields of products. This methodology is of great value because of its environmentally benign character, high yields, ease of handling and reliable for both aldehydes and ketones. The newly synthesized compounds were systematically characterized by IR, H-1 NMR, C-13 NMR and elemental analysis.