钌(Ⅱ)催化1-苯基-5-吡唑啉酮和碳酸亚乙烯酯的偶联反应  

Ruthenium(Ⅱ)-Catalyzed Coupling Reaction of 1-Phenyl-2-Pyrazolin-5-One with Ethylene Carbonate

作　　者：王华 王欣 王贺 周明东[1] 李蕾 WANG Hua;WANG Xin;WANG He;ZHOU Mingdong;LI Lei(School of Petrochemical Engineering,Liaoning Petrochemical University,Fushun Liaoning 113001,China)

机构地区：[1]辽宁石油化工大学石油化工学院,辽宁抚顺113001

出　　处：《辽宁石油化工大学学报》2023年第6期11-16,共6页Journal of Liaoning Petrochemical University

基　　金：国家自然科学基金项目(21702087);辽宁省教育厅项目(L2020033)。

摘　　要：设计了一个新颖的钌(Ⅱ)催化1-苯基-5-吡唑啉酮与碳酸亚乙烯基的C-C/C-N环化反应。在该转化过程中,碳酸亚乙烯酯作为乙炔醇或乙炔的替代物,不需要额外添加任何氧化剂和碱。该反应具有广阔的底物范围和良好的官能团相容性,能够以42%~87%的收率得到一系列的1H-吡唑并[1,2-a]噌啉酮。提出了一种可能涉及到串联的C-H活化/分子内C-N形成/消除CO_(2)或CO^(2-)_(3)等历程的机制。此外,在执行克级反应时得到了一个令人满意的产率。A novel ruthenium(Ⅱ)-catalyzed C-H/C-N annulation of 1-phenyl-2-pyrazolin-5-one with ethylene carbonate was designed.In this transformation,the vinylene carbonate acts as an ethynol or alkyne surrogate without any external oxidant as well as bases involved.The reaction exhibits a broad substrate scope with excellent functional group compatibility,affording a series of 1H-pyrazolo[1,2-a]cinnolin-1-ones in 42%~87%yields.A possible mechanism involving a sequential C-H activation/intramolecular C-N bond formation/CO_(2) or CO^(2-)_(3) elimination is proposed.In addition,the reaction can also be carried out on a gram scale with satisfactory yield.

关 键 词：钌(Ⅱ)催化 1-苯基-5-吡唑啉酮 碳酸亚乙烯酯 C-H活化 1H-吡唑并[1 2-a]噌啉酮 

分 类 号：TQ254.1[化学工程—有机化工]