Green synthesis of 5-arylidene-2,4-thiazolidinedione, 5-benzylidene rhodanine and dihydrothiophene derivatives catalyzed by hydrated ionic liquid tetrabutylammonium hydroxide in aqueous medium

被引:21
作者
Khazaei, Ardeshir [1 ]
Veisi, Hojat [2 ]
Safaei, Maryam [2 ]
Ahmadian, Hossein [2 ]
机构
[1] Bu Ali Sina Univ, Fac Chem, Hamadan, Iran
[2] Payame Noor Univ, Dept Chem, Tehran 193954697, Iran
关键词
dihydrothiophenes; rhodanines; ionic liquid; 2,4-thiazolidinediones; ONE-POT SYNTHESIS; INHIBITORS;
D O I
10.1080/17415993.2013.860142
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient synthesis of 5-arylidene-2,4-thiazolidinediones and 5-benzylidene rhodanines by the Knoevenagel condensation of 2,4-thiazolidinedione or rhodanine with aromatic aldehydes was studied. It proceeded smoothly in the presence of tetrabutylammonium hydroxide/H O-2-EtOH to afford the corresponding products in high yields at 50 degrees C. Also, a series of dihydrothiophene derivatives were synthesized via the four-component reaction of aldehyde, malonitrile, 2,4-thiazolidinedione, and piperidine in the presence of Bu4NOH as a basic ionic liquid in aqueous medium. This new method offers several advantages, such as excellent yields, short reaction times, and simple procedure.
引用
收藏
页码:270 / 278
页数:9
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