One-Pot Multicomponent Condensation Reaction of Aldehydes with Cyclic Ketones

Abstract

Under microwave irradiation, the one-pot multicomponent condensation reaction of three molar aromatic aldehydes with two molar cyclic ketones having free α,α′-methylene positions such as cyclopentanone or cyclohexanone in the presence of ammonium acetate and acetic acid afforded dicyclocalkenopyridines with two α-arylidene groups in good yields. In similar reaction conditions, 1-tetralone, which has only one α-methylene position, results in 10-aryl-2,3:5,6-dibenzoacridines.

Keywords:

• Acridine
• aldol condensation
• aromatic aldehyde
• cyclic ketone
• microwave irradiation
• pyridine

ACKNOWLEDGMENTS

This work was financially supported by the National Natural Science Foundation of China (Grant No. 20672091), China. We are grateful to Ms. Min Shao for assistance with measuring the x-ray single-crystal structures.