一锅法合成吡唑并[3,4-b]喹啉酮类化合物  

One-pot synthesis of pyrazolo[3,4-b]quinolinone compounds

作　　者：刘昭文 洪朝国 彭凉谦 陶佳怡 王榆榕 周鹏辉 曹一帆 杨凯 LIU Zhao-wen;HONG Zhao-guo;PENG Liang-qian;TAO Jia-yi;WANG Yu-rong;ZHOU Peng-hui;CAO Yi-fan;YANG Kai(School of Pharmacy,Gannan Medical University,Ganzhou,Jiangxi 341000)

机构地区：[1]赣南医科大学药学院,江西赣州341000

出　　处：《赣南医科大学学报》2024年第11期1116-1120,共5页JOURNAL OF GANNAN MEDICAL UNIVERSITY

基　　金：江西省自然科学基金面上项目(20224BAB203010);江西省高等学校大学生创新创业训练计划项目(S202410413034)。

摘　　要：目的:探究吡唑并[3,4-b]喹啉酮类化合物{Pyrazolo[3,4-b]quinolinone compounds,PQO}绿色、高效的合成方法。方法:以5-氨基-3-甲基-1-苯基吡唑、1,3-环己二酮类和苯乙二醛类水合物为原料,通过一锅法3组分反应合成PQO。结果:获得PQO的最佳合成工艺为EtOH/H_(2)O(V=1/1)为溶剂,反应温度50℃,反应时间1.5 h,且目标化合物经^(1)H NMR、^(13)C NMR和HR-MS确证。结论:该方法具有操作简单、产率高、高原子经济性等特点,在新药设计与合成、组合化学和天然产物合成中具有潜在的应用价值。Objective:To explore green and efficient synthesis methods for pyrazolo[3,4-b]quinolinone compounds(PQO).Methods:PQO were obtained by arylglyoxals,1,3-cyclohexanediones,and 5-amino-3-methyl-1-phenylpyrazole as raw materials via a one-pot three-component reaction.Results:The optimal synthetic process for obtaining PQO was EtOH/H_(2)O(V=1/1)as the solvent,the reaction temperature 50℃,and the reaction time 1.5 hours.The target compounds were confirmed by ^(1)H NMR,^(13)C NMR,and HR-MS.Conclusion:The reaction is characterized by simple operation,high yield,and high atom economy,with potential applications in the design and synthesis of new drugs,combinatorial chemistry,and the synthesis of natural products.

关 键 词：吡唑并[3 4-b]喹啉酮 有机合成 一锅法 

分 类 号：R284.3[医药卫生—中药学]