Grinding technique for the tandem synthesis of bis coumarinyl methanes using [BDBDMIm]Br-CAN

Abstract

3,3-(Butane-1,4-diyl)bis(1,2-dimethyl-1H-imidazole-3-ium)bromide ([BDBDMIm]Br) is easily used as an efficient and recyclable ionic liquid for the synthesis of bis coumarinyl methanes in the presence of a catalytic amount of ceric ammonium nitrate (CAN) under grinding. All reactions are performed in the absence of solvent in excellent yield during short reaction time. Furthermore, the ionic liquid can be reused and recovered for several times without loss of activity. This method provides several advantages such as simple work-up, environmental friendliness and shorter reaction time along with high yields. All of synthesized compounds were characterized by infrared spectroscopy, 1H and 13C nuclear magnetic resonance spectroscopy and elemental analyses.

Keywords

• Grinding
• Ionic liquid
• CAN
• 4-Hydroxycoumarin
• Oxidation
• One-pot