有机化学 ›› 2013, Vol. 33 ›› Issue (12): 2578-2582.DOI: 10.6023/cjoc201309014 上一篇    下一篇

研究简报

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   

  1. 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
  • 收稿日期:2013-09-08 修回日期:2013-10-14 发布日期:2013-10-28
  • 通讯作者: 姜波 E-mail:jiangchem@jsnu.edu.cn
  • 基金资助:

    国家自然科学青年基金(No. 21102124)和江苏省“青蓝”工程(No. 12QLG006)资助项目.

Three-Component Synthesis of Oxazolo[3,4-b]quinoline Derivatives

Tong Guangjina,b, Fan Weia, Jiang Boa   

  1. a School of Chemistry and Chemical Engineering, Jiangsu Normal University, Xuzhou 221116;
    b Pharmaceutical Technology, Jiangsu Provincial Xuzhou Pharmaceutical Vocational College, Xuzhou 221116
  • Received:2013-09-08 Revised:2013-10-14 Published:2013-10-28
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21102124) and the Qing Lan Project of Jiangsu Province (No. 12QLG006).

1,2-吖啶二酮衍生物、醛和醋酸铵在NN-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

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 compound 4a was confirmed by X-ray diffraction.

Key words: microwave irradiation, oxazolo[3,4-b]quinoline derivatives, pentacyclic fused heterocycles, three-component reaction