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

页码：10617 / 10628

页数：12

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