Biscoumarins, the bridge substituted dimers of 4-hydroxycoumarin, are distinguished derivatives of coumarin. In view of numerous pharmaceutical applications of biscoumarins, the construction of appropriate one-pot synthetic methods for their preparation has been a subject of great attention in recent years. In continuation of ongoing study for the construction of promising approaches for the preparation of biscoumarins, herein we report a zeolite-mediated methodology, in which zeolites, for example, NaY, HY, HZSM-5 and H-beta were employed as catalysts to investigate their catalytic potencies in the synthesis of biscoumarins. In this approach, aromatic aldehydes were treated with 4-hydroxycoumarin in the presence of zeolite catalyst in refluxing ethanol for 2–3 h to furnish biscoumarins in 80–96% yield. The yield of biscoumarins increased in the following order NaY < HZSM-5 < H-beta < HY. Aldehydes both with electron-donating and electron-withdrawing units underwent smooth conversion to their respective biscoumarins without the development of any side products. The cost-effective, eco-friendly and ready available zeolite catalyst could be recovered and reused several times. This methodol- ogy offers operational simplicity and avoids the use of toxic solvents and corrosive reagents. The present approach offers remarkable advantages such as high catalytic activity, straight-forward procedure, simple workup and low catalyst loading.
Journal of Porous Materials – Springer Journals
Published: May 31, 2018
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