Tandem four-component reaction for efficient synthesis of dihydrothiophene with substituted amino acid ethyl esters

被引:3
|
作者
Sun, Jing [1 ]
Zhang, Yu [1 ]
Yan, Chao-Guo [1 ]
机构
[1] Yangzhou Univ, Coll Chem & Chem Engn, Yangzhou 225002, Jiangsu, Peoples R China
来源
RSC ADVANCES | 2018年 / 8卷 / 40期
基金
中国国家自然科学基金;
关键词
REGIOSELECTIVE SYNTHESIS; BETA-KETOTHIOAMIDES; COUPLING REACTIONS; SAMARIUM DIIODIDE; STEREOSELECTIVE-SYNTHESIS; ASYMMETRIC HYDROGENATION; CATALYST-FREE; DERIVATIVES; THIOPHENES; 1,3-THIAZOLIDINEDIONE;
D O I
10.1039/c8ra03605e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The one-pot four-component reaction of aromatic aldehydes, malononitrile, 1,3-thiazolidinedione and ethyl glycinate hydrochloride in ethanol in the presence of triethylamine afforded trans-dihydrothiophene ureidoformamide derivatives in moderate to good yields. The other -amino acid ethyl esters resulted in the corresponding diastereoisomeric dihydrothiophene derivatives with various molecular ratios. The functionalized thiophene derivatives were also successfully prepared by sequential dehydrogenation reaction with DDQ.
引用
收藏
页码:22498 / 22505
页数:8
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