新型顺-1,3-二芳基螺[吡唑-4,2'-吡唑并[1,2-a]吡唑]衍生物的非对映选择性合成  

Diastereoselective Synthesis of Novel cis-1,3-Diarylspiro [pyrazole-4,2'-pyrazolo [1,2-a]pyrazoles]

作　　者：朱美军[1] 张瑜[2] 陆玉玲 孙晶[2] 颜朝国[2] ZHU Mei-jun;ZHANG Yu;LU Yu-ling;SUN Jing;YAN Chao-guo(Jianghai Polytechnic College,Yangzhou225101China;College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, China)

机构地区：[1]江海职业技术学院,江苏扬州225101 [2]扬州大学化学化工学院,江苏扬州225002

出　　处：《合成化学》2017年第12期968-974,共7页Chinese Journal of Synthetic Chemistry

基　　金：国家自然科学基金资助项目(21572196)

摘　　要：在三乙胺催化下,环偶氮甲亚胺与4-芳亚基-5-甲基-2-苯基吡唑-3-酮在乙腈中回流反应,经1,3-偶极环加成反应合成了13个新型的1,3-二芳基取代的螺[吡唑-4,2'-吡唑并[1,2-a]吡唑]衍生物(3a^3m),其结构经~1H NMR,^(13)C NMR,IR和HR-MS(ESI)表征。采用X-射线单晶衍射研究了3d,3h,3j和3l的单晶结构。结果表明:3为特殊的顺式-1,3-二芳基构型。Thirteen novel1,3-diaryl-substituted spiro[pyrazole-4,2′-pyrazolo[1,2-a]pyrazoles]derivatives(3a^3m)were synthesized by triethylamine catalyzed1,3-dipolar cycloaddition of cyclic azomethine imines with4-arylidene-5-methyl-2-phenylpyrazol-3-ones in refluxing acetonitrile.The structures were characterized by1H NMR,13C NMR,IR and HR-MS(ESI).The single crystal structures of3d,3h,3j and3l were investigated by X-ray single diffraction.The results indicated that3have unusual cis-1,3-diaryl-configuration.

关 键 词：偶氮甲亚胺 吡唑酮 螺环化合物 1 3-偶极环加成 非对映选择性合成 

分 类 号：O626.2[理学—有机化学]