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Coumarin Synthesis via Knoevenagel Condensation Reaction in 1,1,3,3-N,N,N',N'-Tetramethylguanidinium Trifluoroacetate Ionic Liquid

A. Shaabani*, R. Ghadari, A. Rahmati and A.H. Rezayan

Department of Chemistry, Shahid Beheshti University, P.O. Box 19396-4716 Tehran, Iran

Coumarin derivatives were synthesized in relatively high yields via Knoevenagel condensation reaction of an ortho-hydroxyaryl aldehyde and an activated β-dicarbonyl C-H acid in the presence of a recyclable ionic liquid 1,1,3,3-N,N,N',N'-tetramethylguanidinium trifluoroacetate under either classical heating conditions or using microwave irradiation. Application of microwave irradiation decreased the required time by a factor of about 200. The ionic liquid could be recycled several times without loss of efficiency with regards to the reaction times and yields.

Keywords: Coumarin, Microwave irradiation, β-Dicarbonyl C-H acid, Ionic liquid