INVESTIGATION OF PYRIDINE-CATALYZED HUISGEN CYCLOADDITION REACTIONS IN NICOTINE-BASED TASK SPPECIFIC IONIC LIQUID

Nicotine-based ionic liquid has been prepared and used as a green, alternative recyclable solvent as well as catalyst for pyridine-catalyzed Huisgen reaction. It involves pyridine promoted addition of dimethylacetylenedicarboxylate to aldehydes or N-tosylimines leading to efficient synthesis of 2-benzoylfumarates and 1-azadienes respectively. The same reactions repeated under pyridine free odorless ionic liquid conditions. The improved results were obtained in terms of enhanced yields, with minimal work up.