微波促进1,3-偶极反应合成螺[吲哚啉-3,2’-吡咯]-2-酮衍生物及其晶体结构  

Microwave-assisted Synthesis and Crystal Structure of Spiro[indoline-3, 2’-pyrrolidin]-2-one Derivative by 1, 3-Dipolar Reaction

作　　者：於露 徐琳琳 马莹 龚潘伟 朱松磊 YU Lu;XU Lin-lin;MA Ying;GONG Pan-wei;ZHU Song-lei(School of Basic Medical Sciences,Xuzhou Medical University,Xuzhou 221004,China;School of Public Health,Xuzhou Medical University,Xuzhou 221004,China;School of Pharmacy,Xuzhou Medical University,Xuzhou 221004,China)

机构地区：[1]徐州医科大学基础医学院,江苏徐州221004 [2]徐州医科大学公共卫生学院,江苏徐州221004 [3]徐州医科大学药学院,江苏徐州221004

出　　处：《化学试剂》2020年第1期80-85,共6页Chemical Reagents

基　　金：徐州市科技计划项目(KC17114)

摘　　要：利用多组分1,3-偶极环加成方法,在微波辐射条件下合成一系列螺环结构的目标化合物,对产物进行红外光谱、核磁共振谱、高分辨质谱表征,同时通过X射线单晶衍射分析5-溴-4'-(4-氯苯基)-1'-甲基-3'-(噻吩-2-酰基)螺[吲哚啉-3,2'-吡咯啉]-2-酮的结构。单晶衍射结果表明:该晶体属于单斜晶系,空间群P2(1)/n,晶体参数为a=1.2815(1)nm,b=1.0803(1)nm,c=1.6081(1)nm,α=90°,β=92.728(1)°,γ=90°。在分子晶体结构中,吡咯啉环采用信封式构象,与吲哚啉环通过螺碳原子相连,两个环接近垂直构型,其二面角为88.89(10)°。The target compounds were synthesized by microwave-assistant one-pot three-component 1,3-dipolar cyclic addition reaction and fully confirmed by IR,1HNMR,13CNMR,HRMS and single X-ray diffraction.The crystal of 5-bromo-4'-(4-chlorophenyl)-1'-methyl-3'-(thiophene-2-carbonyl)spiro[indoline-3,2'-pyrrolidin]-2-one belonged to monoclinic,space group P2(1)/n with a=1.2815(1)nm,b=1.0803(1)nm,c=1.6081(1)nm,α=90°,β=92.728(1)°,γ=90°.In the crystal structure,the pyrrolidin ring adopted envelope configuration,which linked with the indole ring by the spiro-carbon atom.The two planes had almost vertical conformation and the dihedral angle was 88.89(10)°.

关 键 词：螺[吲哚啉-3 2'-吡咯啉] 1 3-偶极反应 微波合成 晶体结构 杂环 

分 类 号：O626[理学—有机化学]