Synthesis of Mannich type products via a three-component coupling reaction

被引：161
|
作者：
Pandey, G [1 ]
Singh, RP [1 ]
Garg, A [1 ]
Singh, VK [1 ]
机构：
[1] Indian Inst Technol, Dept Chem, Kanpur 208016, Uttar Pradesh, India
来源：
TETRAHEDRON LETTERS | 2005年 / 46卷 / 12期
关键词：
D O I：
10.1016/j.tetlet.2005.01.118
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reactions of alkyl nitriles, acetyl chloride, aldehydes and beta-ketoesters or simple ketones was studied for the one-pot synthesis of beta-acetamido carbonyl compounds. It was observed that the reaction proceeds in the absence of Lewis acids. However, a Lewis acid catalyzes the reaction and several were tested. It was found that whereas Cu(OTf)(2) is suitable for the coupling of beta-ketoesters with aldehydes, Sc(OTf)(3) is the best for ketones. A possible mechanism is proposed based on the isolation and characterization of an intermediate. (C) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码：2137 / 2140
页数：4
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