A simple and efficient method for the synthesis of Erlenmeyer azlactones

被引:65
|
作者
Conway, Philip A. [1 ]
Devine, Kevin [1 ]
Paradisi, Francesca [1 ]
机构
[1] Univ Coll Dublin, Sch Chem & Chem Biol, Ctr Synth & Chem Biol, Dublin 4, Ireland
基金
爱尔兰科学基金会;
关键词
Aromatic azlactones; Aliphatic azlactones; Solid-phase catalysis; ALIPHATIC-ALDEHYDES;
D O I
10.1016/j.tet.2009.02.011
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have recently developed a novel and efficient method for synthesising Erlenmeyer azlactones under mild and rapid conditions. The reaction is performed by reacting 2-phenyl-5-oxazolone with an aldehyde in dichloromethane using alumina as a catalyst. The materials react instantly at room temperature, negating the need for high temperatures and long reaction times. We have successfully used this method for both aliphatic, aromatic and heteroaromatic aldehydes, synthesising previously unmade Erlenmeyer azlactones in moderate to high yields. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2935 / 2938
页数:4
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