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A series of Bronsted acidic ionic liquids(ILs) were prepared and used for Biginelli-type condensation reaction among aromatic aldehydes, urea or thiourea and cyclopentanone. Through this reaction, the synthesis of various pyrimidinones could be achieved. Of interest, it was found that the reaction was efficiently catalyzed by a novel, eco-friendly functionalized IL [C_3SO_3HDoim]HSO_4, which could be reused for at least 7 times without significantly loss of catalytic activity. The reaction proceeded efficiently at 80℃ to afford the desired products in good yield(up to 96%). In addition, a possible mechanism that accounted for the IL [C_3SO_3HDoim]HSO_4-catalyzed reaction was proposed.
A series of Bronsted acidic ionic liquids (ILs) were prepared and used for Biginelli-type condensation reaction among aromatic aldehydes, urea or thiourea and cyclopentanone. Through this reaction, the synthesis of various pyrimidinones could be achieved. Of interest, it was found that the reaction was efficiently catalyzed by a novel, eco-friendly functionalized IL [C_3SO_3HDoim] HSO_4, which could be reused for at least 7 times without significant loss of catalytic activity. The reaction proceeded efficiently at 80 ° C to afford the desired products in good yield (up to 96%). In addition, a possible mechanism that accounted for the IL [C_3SO_3HDoim] HSO_4-catalyzed reaction was proposed.