Brnsted酸离子液体催化合成2-芳基-2,3-二氢-4(1H)-喹啉酮

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制备了3种Brnsted酸离子液体:1-甲基-3-(3-磺丙基)咪唑硫酸氢盐([SO3H-pmim]HSO4)、1-(3-磺丙基)吡啶硫酸氢盐([SO3H-ppy]HSO4)、N-(3-磺丙基)三乙基铵硫酸氢盐([SO3H-ptea]HSO4),用于催化邻氨基苯乙酮和芳香醛的反应一锅法合成2-芳基-2,3-二氢-4(1H)-喹啉酮,考察了它们的催化活性和重复使用性能。结果表明,3种离子液体对邻氨基苯乙酮和芳香醛的反应均具有较高的催化活性,以[SO3H-ptea]HSO4催化性能更好。在60℃和无溶剂条件下,[SO3H-ptea]HSO4可以有效催化邻氨基苯乙酮和不同芳香醛反应,以68.3%~95.1%的收率得到目标化合物。离子液体经真空干燥重复使用5次,催化活性无明显下降。 Three Brönsted acid ionic liquids were prepared: 1-methyl-3- (3-sulfopropyl) imidazole bisulfate ([SO3H-pmim] HSO4), 1- (3- sulfopropyl) (SO3H-ppy) HSO4 and N- (3-sulfopropyl) triethylammonium bisulfate ([SO3H-ptea] HSO4) are used to catalyze the reaction of o-aminoacetophenone and aromatic aldehyde Syntheses of 2-aryl-2,3-dihydro-4 (1H) -quinolinones were investigated. Their catalytic activity and reusability were investigated. The results show that the three ionic liquids have higher catalytic activity for the reaction of o-aminoacetophenone with aromatic aldehydes, and the catalytic performance of [SO3H-ptea] HSO4 is better. At 60 ℃ and without solvent, [SO3H-ptea] HSO4 can effectively catalyze the reaction of o-aminoacetophenone and different aromatic aldehydes to obtain the target compound in the yield of 68.3% ~ 95.1%. Ionic liquid was vacuum-dried and reused 5 times without obvious decrease in catalytic activity.
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