三组分合成噁唑并[3,4-b]喹啉衍生物有机化学.pdfVIP

DOI: 10.6023/cjoc201309014 研究简报 有机化学 Chinese Journal of Organic Chemistry NOTE 三组分合成噁唑并[3,4-b]喹啉衍生物 佟光进a,b 范 威a 姜 波*,a (a 江苏师范大学化学化工学院 徐州 221116) (b 江苏省徐州医药高等职业学校药学技术系 徐州 221116) 摘要 1,2- 吖啶二酮衍生物、醛和醋酸铵在 N,N-二甲基甲酰胺溶剂中经微波辐射, 一步区域选择性地合成了噁唑并 [3,4-b]喹啉衍生物. 该方法具有反应时间短(15～18 min), 选择性高, 操作简单和环境友好等优点. 产物的结构经红外 光谱、核磁共振谱、质谱以及化合物 4a 的晶体经X 射线衍射分析予以确证. 关键词 微波辐射; 噁唑并[3,4-b]喹啉衍生物; 五环稠杂环; 三组分反应 Three-Component Synthesis of Oxazolo[3,4-b]quinoline Derivatives Tong, Guangjinb Fan, Weia Jiang, Bo*,a a ( School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou 221116) b ( Pharmaceutical Technology, Jiangsu Provincial Xuzhou Pharmaceutical Vocational College, Xuzhou 221116) Abstract A series of oxazolo[3,4-b]quinoline derivatives were regioselectively synthesized by the three component reaction of acridin-1,2-dione derivatives with aldehydes and ammonium acetate in N,N-dimethylformamide (DMF) under microwave irradiation. This method has the advantages of short reaction times (15～18 min), excellent selectivity, and simple operation as well as environmental friendly. The structures of the products were identified by IR, NMR, HRMS, and the crystal of com- pound 4a was confirmed by X-ray diffraction. Keywords microwave irradiation; oxazolo[3,4-b]quinoline derivatives; pentacyclic fused heterocycles; three-component reaction 稠合喹啉衍生物具有非常重要的生物活性, 例如抗 多组分串联反应(MDRs)[14] 已经成为提高合成效率 高血压[1] [2]