N-烷基羟胺与苯丙炔酸酯的加成反应合成β-氨基酸衍生物硝酮  

Synthesis ofβ-amino Acid Derived Nitrones via Addition of N-Alkylhydroxylamines to Phenylpropargyl Ester

作　　者：张豪 张志豪 李宁杰 孙禺 曾宇航 刘益林 ZHANG Hao;ZHANG Zhi-hao;LI Ning-jie;SUN Yu;ZENG Yu-hang;LIU Yi-lin(Department of Chemistry and Materials Engineering,Huaihua University,Hunan Huaihua 418008,China)

机构地区：[1]怀化学院化学与材料工程学院,湖南怀化418008

出　　处：《广州化工》2020年第22期41-43,共3页GuangZhou Chemical Industry

基　　金：湖南省教育厅科研项目(No:19A389);2019年度湖南省大学生创新创业训练计划项目(No:1943)。

摘　　要：硝酮被广泛应用于许多氮杂环化合物的合成。我们发展了一种高效的β-氨基酸衍生物硝酮的合成方法,以N-烷基羟胺盐酸盐与苯丙炔酸乙酯的加成反应为模板,通过优化反应影响因素,确定了制备β-氨基酸衍生物硝酮的最佳反应条件,研究还发现通过调节芳基和N-烷基存在的空间位阻,可以改变反应的Z/E式硝酮产物之间的比例。Nitrones are widely used in the synthesis of many N-heterocyclic compounds.An efficient method for the synthesis ofβ-amino acid derived nitrones was developed.A model reaction of ethyl phenylpropionate and N-benzylhydroxylamine hydrochloride was chose to examine the reaction factors,and the optimum reaction conditions for the preparation ofβ-amino acid derived nitrone were determined.It was also found that Z/E ratio of the C=N bond in nitrone could be changed by adjusting the steric hindrance between aryl and N-alkyl group.

关 键 词：苯丙炔酸乙酯 β-氨基酸衍生物硝酮 羟胺 

分 类 号：O622.6[理学—有机化学]