β-硝基丙烯酸酯与芳胺化合物的Michael加成反应研究  

Research on The Michael Addition Reactions of β-Nitro Acrylate with Arylamine

作　　者：刘扬 盛楠 何艳 江俊 LIU Yang;SHENG Nan;HE Yan;JIANG Jun(School of Chemistry&Chemical Engineering,Guangxi University,Nanning 530004,China)

机构地区：[1]广西大学化学化工学院

出　　处：《合成化学》2020年第1期1-8,共8页Chinese Journal of Synthetic Chemistry

基　　金：国家自然科学基金资助项目(21762005);广西自然科学基金资助项目(2015GXNSFDA139008)

摘　　要：以β-硝基丙烯酸酯为底物,在无催化剂的条件下与芳胺化合物通过Michael加成反应,高选择性地合成了19个β-硝基-α-氨基丙酸酯类化合物(3a^3s,3i^3s)为新化合物,其结构经1 H NMR,13 C NMR和HR-MS(ESI)表征。并以手性BINOL磷酸为催化剂,初步探索了该反应的不对称催化,以85%收率和36%ee合成了产物3g。Nineteenβ-nitro propanoates(3a^3s,3i^3s were novel compounds)were synthesized by the catalyst-free Michael addition reaction ofβ-nitro acrylate with arylamines.Asymmetric reaction was simply explored by using chiral BINOL phosphoric acid catalyst to afford product 3g in 85%yield and 36%ee.All structures of these novel compounds were characterized by 1 H NMR,13 C NMR and HR-MS(ESI).

关 键 词：无催化剂 β-硝基丙烯酸酯 MICHAEL加成 α β-二胺酸衍生物 绿色化学 合成 

分 类 号：O625.63[理学—有机化学]