摘要/Abstract
在La（OTf）3的催化作用下，羟基取代乙二胺衍生物与醛通过环化反应，高化学选择性、高效地合成多官能团取代的1，3-咪唑啉和3，1-苯并噁嗪类化合物.脂肪醛和芳香醛都适用于该反应体系.探索了可能的反应机理，O原子和N原子的亲核性对反应的化学选择性起着非常重要的作用.该方法的优点是只需调节羟基取代乙二胺分子中亚甲基的位置，就可以高化学选择性地合成1，3-咪唑啉或3，1-苯并噁嗪类化合物.
关键词: 羟基取代乙二胺, 1,3-咪唑啉, 3,1-苯并噁嗪, 化学选择性, 合成
Lewis acid La(OTf) 3-catalyzed chemoselective cyclization of hydroxyl substituted ethylenediamine derivatives with aldehydes has been described for the first time, which provides efficient access to diversely functionalized 1,3-imidazoli-dines and 3,1-benzoxazines in generally good yields only by adjusting the position of the methylene group within hydroxyl substituted ethylenediamines. The reaction is suitable to aromatic aldehydes and aliphatic ones. Plausible mechanisms are also proposed to explain the observed reaction modes, wherein the nucleophilicity of nitrogen and oxygen atoms plays an important role in controlling the chemoselectivity.
Key words: hydroxyl substituted ethylenediamine, 1,3-imidazolidine, 3,1-benzoxazine, chemoselectivity, synthesis
PDF全文下载地址:
点我下载PDF
