Zinc chloride catalyzed three-component Ugi reaction: synthesis of N-cyclohexyl-2-(2-hydroxyphenylamino)acetamide derivatives

被引:35
|
作者
Shaabani, Ahmad [1 ]
Keshipour, Sajjad [1 ]
Shaabani, Shabnam [1 ]
Mahyari, Mojtaba [1 ]
机构
[1] Shahid Beheshti Univ, Dept Chem, GC, Tehran, Iran
关键词
Three-component Ugi reaction; Zinc chloride; Acetamide; Isocyanide; AMINO-ACID AMIDES; ANTICONVULSANT ACTIVITY; CONDENSATION REACTION; MULTICOMPONENT REACTIONS; ISOCYANIDES;
D O I
10.1016/j.tetlet.2012.01.079
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The ability of zinc chloride as a catalyst to promote the three-component Ugi reaction of 2-aminophenols, aliphatic or aromatic aldehydes, and cyclohexyl isocyanide in methanol at room temperature is described. The N-cyclohexyl-2-(2-hydroxyphenylamino) amide products are obtained in high yields. When N,N-dimethylformamide dimethyl acetal and triethyl orthoformate, as two new components of the three-component Ugi reaction are used instead of the aldehyde the reaction gives N-cyclohexyl-2-(dimethylamino)-2-(2-hydroxyphenylamino)acetamide and N-cyclohexyl-2-(2-hydroxyphenylamino)-2-ethoxyacetamide derivatives, respectively. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1641 / 1644
页数:4
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