Lewis acid-catalyzed formation of Ugi four-component reaction product from Passerini three-component reaction system without an added amine

被引：40

作者：

Dai, Wei-Min ^{[1
,2
]}

Li, Huoming ^{[1
]}

机构：

[1] Zhejiang Univ, Dept Chem, Lab Asymmet Catalysis & Synthesis, Hangzhou 310027, Peoples R China

[2] Hong Kong Univ Sci & Technol, Dept Chem, Hong Kong, Hong Kong, Peoples R China

来源：

TETRAHEDRON | 2007年 / 63卷 / 52期

基金：

中国国家自然科学基金;

关键词：

D O I：

10.1016/j.tet.2007.10.050

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In the presence of a Lewis acid the phenol-Passerini three-component reaction (phenol-P-3CR) system is found to deliver a product of the phenol-Ugi four-component reaction (phenol-U-4CR). It is the first demonstration of an isocyanide as an amine equivalent in isocyanide-based multicomponent reactions (IMCRs). In general, by using Ti(O-i-Pr)(4) in MeOH both phenol-U-4CR and U-4CR products are synthesized from an aromatic aldehyde, a phenolic or carboxylic acid, and an isocyanide. Moreover, by using MeCN as the solvent, the phenol-P-3CR products can be obtained in good yields without contamination of the phenol-U-4CR products. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：12866 / 12876

页数：11

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