有机化学 ›› 2017, Vol. 37 ›› Issue (8): 2028-2033.DOI: 10.6023/cjoc201703012 上一篇    下一篇

研究论文

钯催化分子内胺化合成苯并噁嗪酮衍生物

周盼盼a, 管明玉a, 张静宇b,c, 徐凡a, 赵应声a   

  1. a 苏州大学材料化学化工学部 苏州 215123;
    b 苏州大学物理与光电学部 能源与材料创新研究院 苏州 215123;
    c 江苏省先进碳材料与可穿戴能源技术重点实验室 苏州 215123
  • 收稿日期:2017-03-06 修回日期:2017-04-08 出版日期:2017-08-25 发布日期:2017-04-21
  • 通讯作者: 赵应声 E-mail:yszhao@suda.edu.cn
  • 基金资助:

    国家自然科学基金(No.21572149)和国家自然科学青年基金(Nos.21402133,21403148)资助项目.

Facile Synthesis of Benzoxazinone Derivatives via Palladium Catalyzed Intramolecular Amination

Zhou Panpana, Guan Mingyua, Zhang Jingyub,c, Xu Fana, Zhao Yingshenga   

  1. a College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123;
    b Soochow Institute for Energy and Materials Innovation, College of Physics, Optoelectronics and Energy & Collaborative Innovation Center of Suzhou Nano Science and Technology, Soochow University, Suzhou 215123;
    c Key Laboratory of Advanced Carbon Materials and Wearable Energy Technologies of Jiangsu Province, Suzhou 215123
  • Received:2017-03-06 Revised:2017-04-08 Online:2017-08-25 Published:2017-04-21
  • Contact: 10.6023/cjoc201703012 E-mail:yszhao@suda.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21572149) and the Young National Natural Science Foundation of China (Nos. 21402133, 21403148).

苯并噁嗪酮及其衍生物具有重要的医用价值及生理活性,因此合成该类骨架结构受到很多化学家的重视.报道了一种以含N,O-双齿导向基团的苯氧乙酸为底物,通过钯催化的C—H键活化反应一步构建C—N键的新方法,合成了一系列苯并噁嗪类化合物.该方法反应条件温和,操作简便,合成效率高.

关键词: C—H键活化, 钯催化, 苯氧乙酸, 分子内C—N成键

Benzoxazinone and its derivatives are well-known as a broad-spectrum of physiological activities compounds. Herein we report a novel approach for the synthesis of benzoxazine derivatives via a N,O-bindentate directing assisted Pd-catalyzed intramolecular amination reactions. Various benzoxazinone derivatives are obtained in moderate to good yields. The directing group can be removed under mild condition, highlighting potential synthetic utility of this method.

Key words: C—H functionalization, palladium catalysis, phenoxyacetic acid, intramolecular amination