Three-Component Cascade Annulation of β-Ketothioamides Promoted by CF3CH2OH: A Regioselective Synthesis of Tetrasubstituted Thiophenes

被引：67
|
作者：
Wen, Li-Rong [1 ]
He, Tao [1 ]
Lan, Ming-Chao [1 ]
Li, Ming [1 ]
机构：
[1] Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, State Key Lab Base Ecochem Engn, Qingdao 266042, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 21期
基金：
中国国家自然科学基金;
关键词：
ONE-POT SYNTHESIS; FUNCTIONALIZED N; S-KETENE ACETAL; 4-COMPONENT DOMINO REACTION; KETENE AMINALS SYNTHESIS; EFFICIENT SYNTHESIS; SOLVENT-FREE; MULTICOMPONENT REACTIONS; FLUORINATED ALCOHOLS; STEREOSELECTIVE-SYNTHESIS; POLYSUBSTITUTED PYRROLES;
D O I：
10.1021/jo401397d
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A rapid and highly efficient method for the regioselective synthesis of thiophene derivatives has been developed by annulation of beta-ketothioamides with arylglyoxals and 5,5-dimethyl-1,3-cyclohexanedione in CF3CH2OH within 15 min. The present synthesis has several desirable features, such as high regioselectivity, a concise one-pot protocol, short reaction time, and easy purification. This methodology provides an alternative approach for easy access to tetrasubstituted thiophenes via a one-pot cascade reaction without other additives.
引用
收藏
页码：10617 / 10628
页数：12
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