二价钯络合物催化合成肉桂酸酯类的Heck反应研究  

Palladium(Ⅱ)complex catalyzed Heck reaction for synthesis of cinnamic esters

作　　者：刘梅 周明霞 夏卫亮 陈伟强 LIU Mei;ZHOU Ming-xia;XIA Wei-liang;CHEN Wei-qiang(Department of Chemical Test,Zibo Co.,Ltd.,China Testing&Certification International Group Co.,Ltd.,Zibo 255000,China;School of Materials and Chemical Engineering,Zibo Vocational Institute,Zibo 255000,China)

机构地区：[1]中国国检测试控股集团淄博有限公司化学检测部,山东淄博255000 [2]淄博职业学院材料与化学工程学院,山东淄博255000

出　　处：《现代化工》2024年第S02期324-329,336,共7页Modern Chemical Industry

摘　　要：以二芳基鎓碘盐与丙烯酸酯为反应物、碳酸银为添加剂,在1,2-二氯乙烷溶剂中实现了无需磷配体的钯催化合成肉桂酸酯类化合物的Heck偶联反应。通过核磁共振氢谱(H^(1))、碳谱(C^(13))和高分辨质谱(HRMS)对肉桂酸酯类产物进行了结构表征。结果表明,在带有双齿胺配体的钯催化剂与催化量的碳酸银复配下,可以催化二芳基鎓碘盐与丙烯酸酯发生偶联反应,不需要额外添加磷配体;该反应条件温和、催化剂用量低、适用范围广。合成的肉桂酸酯类化合物具有抗炎活性,为医药研发提供了理论依据。Palladium(Ⅱ)complex catalyzed Heck coupling reaction for synthesizing cinnamic esters compounds is realized with diaryliodonium salts and acrylic ester as reactants,1,2-dichloroethane as solvent,silver carbonate as additive,and no phosphorus ligands needed.The structure of cinnamic esters synthesized is characterized by means of^(1)HNMR,^(13)CNMR and HRMS.Results show that the coupling reaction between diaryliodonium salt and acrylic ester can be catalyzed in the combination of palladium catalyst bearing bidentate amine ligand and catalytic amount of silver carbonate,without the need for additional phosphorus ligand.The reaction conditions are mild,the catalyst dosage is low,and cinnamic esters can be prepared on a gram scale,with a wide range of application.The synthesized cinnamic ester compounds have anti-inflammatory activity,providing a strong theoretical basis for pharmaceutical research and development.

关 键 词：钯络合物 二芳基鎓碘盐 碳酸银 肉桂酸酯类 HECK偶联反应 金属催化 

分 类 号：O625.523[理学—有机化学]