取代吡咯烷的合成及其催化的Michael反应  

Synthesis of Substituted Chiral Pyrrolidine and Its Catalytic Michael Reaction

作　　者：陈治明[1] Chen Zhiming(Key Laboratory of Functional Materials Chemistry of Guizhou Province,School of Chemistry and Materials Science,Guizhou Normal University,Guiyang 550001,China)

机构地区：[1]贵州师范大学化学与材料科学学院、贵州省功能材料化学重点实验室,贵州贵阳550001

出　　处：《云南化工》2024年第12期47-51,共5页Yunnan Chemical Technology

基　　金：国家自然科学基金项目(No.:21362006)。

摘　　要：设计合成了(S)-2-羟基-N-(吡咯烷-2-亚甲基)苯甲酰胺(1a)、(S)-3-羟基-N-(吡咯烷-2-亚甲基)-2-萘酰胺(1b)2种具有多氢键多活性中心取代手性吡咯烷有机催化剂,并将其用于吡唑啉-5-酮与各类硝基烯的Michael加成反应中。研究表明:以二氯甲烷为溶剂,25℃时,20%(物质的量分数)1a为催化剂,合成的吡唑-5-醇衍生物取得较好的产率(90%)和较高的对映选择性(97%)。为建构碳-碳键合成具有生物药理活性的中间体提供了重要途径。Two chiral pyrrolidine organic catalysts with multiple hydrogen bonds and active centers were designed and synthesized,(S)-2-hydroxy-N-(pyrrolidine-2-methylene)benzamide(1a)and(S)-3-hydroxy-N-(pyrrolidine-2-methylene)-2-naphthamide(1b),for the Michael addition reaction of pyrazolone and nitroene.Research has shown that pyrazole-5-ol derivatives synthesized using dichloromethane as a solvent and 20 mol%1a as a catalyst at room temperature(25℃)exhibit good yields(90%)and high enantioselectivity(97%).This method provides an important pathway for constructing intermediates with biological pharmacological activity for carbon carbon bond synthesis.

关 键 词：取代吡咯烷 有机催化 MICHAEL反应 

分 类 号：O626[理学—有机化学]