一种含有异喹啉骨架的荧光片段的合成及晶体结构  

Synthesis and crystal structure of a fluorescent fragment containing isoquinoline skeleton

作　　者：杨莎[1] 杜漠 高艳蓉 朱周静 唐文强 YANG Sha;DU Mo;GAO Yan-rong;ZHU Zhou-jing;TANG Wen-qiang(School of Pharmacy,Shaanxi Institute of International Trade&Commerce,Xianyang 712046,China;Xianyang Key Laboratory of Molecular Imaging and Drug Synthesis,Xianyang 712046,China)

机构地区：[1]陕西国际商贸学院医药学院,陕西咸阳712046 [2]咸阳市分子影像与药物合成重点实验室,陕西咸阳712046

出　　处：《精细与专用化学品》2024年第5期49-52,共4页Fine and Specialty Chemicals

基　　金：咸阳市分子影像与药物合成重点实验室项目(2021QXNL-PT-0008);陕西省教育厅一般专项项目(23JK0328)。

摘　　要：报道一种结构新颖的异喹啉荧光片段1-[3,5-二氯-3′,5′-二氟-(1,1′-二苯基)-4-基]异喹啉(化合物1)的合成方法及晶体结构。在钯催化剂作用下,1-(2,6-二氯-4-碘苯基)异喹啉(化合物2)和3,5-二氟苯硼酸(化合物3)发生Suzuki偶联反应,得到化合物1。考察并确定Suzuki偶联反应的适宜条件为:以四(三苯基膦)钯为催化剂、碳酸钾为碱,在1,4-二氧六环(Dioxane)与水的混合溶剂中反应5h,化合物1收率达到66.1%(以化合物2计)。通过质谱及XRD单晶衍射对产物的结构进行表征,确定该晶体结构(CCDC号:2270885)属于斜方晶系、P2_(1)2_(1)2_(1)空间群。The synthesis and crystal structure of a novel isoquinoline derivative fluorescent fragment 1-(3,5-dichloro-3',5'-difluoro-[1,1'-biphenyl]-4-yl)isoquinoline(compound 1)was reported.The target product compound 1 was obtained via the Suzuki coupling reaction of 1-(2,6-dichloro-4-iodophenyl)isoquinoline(compound 2)with 3,5-difluorophenylboronic acid(compound 3)was catalyzed by tetrakis(triphenylphosphine)palladium.The appropriate conditions for the Suzuki coupling reaction were determined as follows:the reaction was carried out in a mixed solvent of 1,4-dioxane and water for 5 h,with tetrakis(triphenylphosphine)palladium as catalyst and potassium carbonate as base,the compound 1 yield was 66.1%(based on compound 2).The structure of the product was characterized by MS and XRD,and it was confirmed that the crystal structure(CCDC number:2270885)belongs to the orthorhombic crystal system and P2_(1)2_(1)2_(1)space group.

关 键 词：荧光片段 异喹啉衍生物 条件优化 单晶衍射 

分 类 号：TQ463[化学工程—制药化工]