Friedel-Crafts alkylation of benzene with α,β-unsaturated amides

被引：19
|
作者：
Koltunov, KY [1 ]
Walspurger, S [1 ]
Sommer, J [1 ]
机构：
[1] Univ Strasbourg, UMR 7513, Lab Phys Chem Hydrocarbures, F-67000 Strasbourg, France
来源：
TETRAHEDRON LETTERS | 2004年 / 45卷 / 18期
关键词：
friedel-crafts; alkylation; superelectrophile; aluminum chloride; amide;
D O I：
10.1016/j.tetlet.2004.03.067
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A variety of alpha, beta-unsaturated amides (RHC=CH2CONR'(2), R = H, Me, Ar; R'= H or Et) readily condense with benzene at room temperature in the presence of an excess of aluminum chloride to give the corresponding 3-phenylpropionamides in excellent yields. This simple, one-pot procedure proved to be efficient and very clean. The mechanism of these and related reactions is discussed and the participation of superelectrophilic dicationic intermediates is suggested. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3547 / 3549
页数：3
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