Amberlyst A21 Catalyzed Chromatography-Free Method for Multicomponent Synthesis of Dihydropyrano[2,3-c]pyrazoles in Ethanol

被引:100
作者
Bihani, Manisha [1 ]
Bora, Pranjal P. [1 ]
Bez, Ghanashyam [1 ]
Askari, Hassan [1 ]
机构
[1] North Eastern Hill Univ, Dept Chem, Shillong 793022, Meghalaya, India
关键词
Dihydropyrano[2,3-c]pyrazole; MCRs; Amberlyst A21; Green synthesis; Spiro compounds; COMBINATORIAL; A-21; INHIBITORS;
D O I
10.1021/sc300173z
中图分类号
O6 [化学];
学科分类号
070301 [无机化学];
摘要
Amberlyst A21 was found to be an extremely efficient catalyst for synthesis of a series of 6-amino-4-alkyl/aryl-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole-carbonitriles by a four-component reaction of a mixture of ethyl acetoacetate, hydrazine hydrate, aldehyde, and malononitrile in ethanol at room temperature. The catalytic efficiency of Amberlyst A21 was compared with some other resin-bound free and anionic bases in order to ascertain the best catalyst for the said conversion. The catalyst was found to work extremely well also for acyclic/cyclic ketones to give corresponding dihydropyrano[2,3-c]pyrazoles or their spirocyclic variants. Easy recovery of the catalyst and its reusability, room temperature reaction conditions, short reaction time, excellent yields, no chromatographic purification, and evasion of environmentally hazardous solvents in the entire reaction process may make this protocol very useful for academia and industry.
引用
收藏
页码:440 / 447
页数:8
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