有机化学 ›› 2019, Vol. 39 ›› Issue (11): 3294-3298.DOI: 10.6023/cjoc201903007 上一篇    下一篇

研究简报

微波辅助下通过Fe/O2催化C-H键官能团化合成喹啉-2-甲醛类化合物

谢庭辉ab, 蒋筱莹a, 米治胜a, 李雪a, 徐小河a, 白仁仁a, 帅棋a, 谢媛媛a*()   

  1. a 浙江工业大学药学院 长三角绿色制药协同创新中心 杭州 310014
    b 台州科技职业学院 浙江台州 318020
  • 收稿日期:2019-03-04 出版日期:2019-11-25 发布日期:2019-07-09
  • 通讯作者: 谢媛媛 E-mail:xyycz@zjut.edu.cn
  • 基金资助:
    国家自然科学基金(21576239)

Iron/O2-Promoted C-H Bond Functionalization for the Exclusive Synthesis of 2-Quinoline Carboxaldehydes under Microwave Irradiation

Xie Tinghuiab, Jiang Xiaoyinga, Mi Zhishenga, Li Xuea, Xu Xiaohea, Bai Renrena, Shuai Qia, Xie Yuanyuana*()   

  1. a Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceutical, College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014
    b College of Agriculture and Bioengineering, Taizhou Vocational College of Science and Technology, Taizhou, Zhejiang 318020
  • Received:2019-03-04 Online:2019-11-25 Published:2019-07-09
  • Contact: Xie Yuanyuan E-mail:xyycz@zjut.edu.cn
  • Supported by:
    the National Natural Science Foundation of China(21576239)

在微波辅助下成功开发了一种由Fe3+/O2催化一锅法合成喹啉-2-甲醛类化合物的方法.以2-甲基喹啉为原料,O2为醛基中氧的合成子,得到一系列底物适应性较广的喹啉-2-甲醛类化合物,产率48%~80%.初步机理研究表明,该反应可能经历了一个自由基历程.此方法具有操作简便、反应时间短、选择性好等优点.

关键词: 喹啉-2-甲醛, 铁催化, C-H键氧化, 微波辐射

An one-pot iron-catalyzed oxidative formylation of 2-methylquinolines to produce 2-quinoline carboxaldehydes under microwave irradiation has been achieved by employing O2 as the oxygen donor. The reaction was general for the substrates with a wide range of functional groups, providing a yield of 48%~80%. The preliminary mechanistic studies revealed that the reaction underwent a radical pathway. Advantages of this method include the easy operation, short reaction time and good selectivity.

Key words: 2-quinoline carboxaldehydes, iron catalysis, C-H oxidation, microwave irradiation