硝基烯烃与丙二酸酯的Michael加成反应研究  

Michael Addition Reactions of Nitroalkenes with Malonates

作　　者：林敬 徐立杰 范欣然 刘兆芳 潘婷 戴兢陶 LIN Jing;XU Li-jie;FAN Xin-ran;LIU Zhao-fang;PAN Ting;DAI Jing-tao(1.Instrumental Analysis Center,Yancheng Teachers University,Yancheng 224007,China;School of Chemistry and Environmental Engineering,Yancheng Teachers University,Yancheng 224007,China)

机构地区：[1]盐城师范学院分析测试中心,江苏盐城224007 [2]盐城师范学院化学与环境工程学院,江苏盐城224007

出　　处：《化学试剂》2019年第6期651-656,共6页Chemical Reagents

基　　金：江苏高校品牌专业建设工程资助项目(PPZY2015B113)

摘　　要：以β-CF3-β-(3-吲哚)硝基烯烃衍生物和丙二酸酯为反应起始原料,在碳酸铯碱性条件下,用甲苯作为反应溶剂,于35℃下搅拌反应,实现了β-CF3-β-(3-吲哚)硝基烯烃衍生物与丙二酸酯的Michael加成反应。通过对碱、反应溶剂、碱的用量、底物浓度和反应温度等因素的考察,确定了反应的最优条件。然后,在最优条件下,实现了不同结构的β-CF3-β-(3-吲哚)硝基烯烃与丙二酸酯的Michael加成反应,以最高95%的收率获得了既含三氟甲基又含吲哚片段的γ-硝基丁酸酯,其结构均经过1HNMR、13CNMR、ESI-HRMS和IR确证。The Michael addition reaction ofβ-CF3-β-(3-indolyl)-nitroalkenes and malonates has been realized.The effects of base,solvent,amount of base,substrate concentration and temperature on the reaction were investigated and the optimal condition for the reaction was obtained.Then,under the optimal condition,Michael addition reactions of the different structure ofβ-CF3-β-(3-indolyl)-nitroalkenes with malonates,affordingγ-nitrobutyrates containing trifluoromethyl and indole fragments in high yields(up to 95%).All compounds were fully confirmed by 1HNMR,13CNMR,ESI-HRMS and IR.

关 键 词：β-CF3-β-(3-吲哚)硝基烯烃 丙二酸酯 MICHAEL加成反应 γ-硝基丁酸酯 

分 类 号：O626.1[理学—有机化学]