Four-component synthesis of 1,3,4-oxadiazole derivatives from (n-isocyanimino)triphenylphosphorane, (e)-cinnamic acids, acetaldehyde and secondary amines

被引：0
|
作者：
Ramazania A. [1 ]
Ahmadi Y. [2 ]
Nasrabadi F.Z. [3 ]
机构：
[1] Chemistry Department, Islamic Azad University, Zanjan Branch, Zanjan
[2] Islamic Azad University, Zanjan Branch, Young Researchers Club, Zanjan
[3] Chemistry Department, Zanjan University, Zanjan
来源：
Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences | 2011年 / 66卷 / 02期
关键词：
(E)-Cinnamic Acid; 1; 3; 4-Oxadiazole; Acetaldehyde; Aza-Wittig Reaction; N-Isocyanimino)triphenylphosphorane; Secondary Amine;
D O I：
10.1515/znb-2011-0211
中图分类号：
学科分类号：
摘要：
The 1 : 1 iminium intermediate, generated by the addition of a secondary amine to acetaldehyde is trapped by the (N-isocyanimino)triphenylphosphorane in the presence of an (E)-cinnamic acid derivative, leading to the formation of the corresponding iminophosphorane intermediate. Disubstituted 1,3, 4-oxadiazole derivatives are formed via intramolecular aza-Wittig reaction of the iminophosphorane intermediates. The reactions were completed under neutral conditions at room temperature, and the corresponding disubstituted 1,3,4-oxadiazole derivatives were produced in excellent yields. © 2011 Verlag der Zeitschrift für Naturforschung, Tübingen.
引用
收藏
页码：184 / 190
页数：6
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