Catalyst‐Free One‐Pot Synthesis of 2,4,6‐Triaryl‐1,4‐dihydropyridines in Ionic Liquid and Their Catalyzed Activity on Two Simple Diels–Alder Reactions

Abstract

A series of 2,4,6‐triaryl‐1,4‐dihydropyridines bearing a hydroxyl group was synthesized greenly by the cascade aldol/Michael/addition reaction of aromatic aldehyde, acetophenone, and NH₄OAc (1:2:excessive) in ionic liquid [BmIm][BF₄] without any catalyst. The results of their catalyzed activity on two simple Diels–Alder reactions indicated that this kind of compound containing a poly aryl ring can be used as an effective catalyst on the Diels–Alder reaction. This method, because of its environmental friendliness, simplicity, mild conditions, effectiveness, and lower costs, is suitable for the synthesis of arrays of compounds.

Keywords:

• catalyzed activity
• Diels–Alder reaction
• synthesis
• 2,4,6‐triaryl‐1,4‐dihydropyridines

Acknowledgment

Financial support from the Natural Sciences Foundation in Jiangsu Province (No. BK2007028), Surpassing Project in Jiangsu Province (No. QL200607), and the Postdoctoral Foundation of Xuzhou Normal University (No. 2003009) is gratefully acknowledged.