Chinese Journal of Organic Chemistry ›› 2022, Vol. 42 ›› Issue (6): 1770-1777.DOI: 10.6023/cjoc202110030 Previous Articles     Next Articles

ARTICLES

可见光催化苯并噁唑与α-酮酸合成芳基苯并噁唑

李亚东, 吴鹏举, 杨志勇*()   

  1. 贵州理工学院化学工程学院 贵阳 550003
  • 收稿日期:2021-10-21 修回日期:2022-01-04 发布日期:2022-02-25
  • 通讯作者: 杨志勇
  • 基金资助:
    贵州理工学院高层次人才启动(XJGC20180931); 贵州省科技厅自然科学基金(QKHJZ20152060); 贵州省科技厅自然科学基金(QKH20167093); 贵州省科技厅自然科学基金(QKH Zhicheng [2017]2817); 贵州省科技厅自然科学基金(QKH Zhicheng [2018]2835)

Synthesis of 2-Aryl Benzoxazoles from Benzoxazoles and α-Ketoic Acids by Photoredox Catalysis

Yadong Li, Pengju Wu, Zhiyong Yang()   

  1. Department of Chemical Engineering, Guizhou Institute of Technology, Guiyang 550003
  • Received:2021-10-21 Revised:2022-01-04 Published:2022-02-25
  • Contact: Zhiyong Yang
  • Supported by:
    Scientific Research Foundation for Advanced Talents from Guizhou Institute of Technology(XJGC20180931); Science and Technology Foundation of Guizhou Province(QKHJZ20152060); Science and Technology Foundation of Guizhou Province(QKH20167093); Science and Technology Foundation of Guizhou Province(QKH Zhicheng [2017]2817); Science and Technology Foundation of Guizhou Province(QKH Zhicheng [2018]2835)

An efficient protocol for the synthesis of 2-aryl benzoxazoles via visible light-initiation has been developed. Compared with the traditional method for the synthesis of arylbenzoxazole, the reaction conditions of this method are mild, and only Eosin Y is needed as photocatalyst without any other metal catalyst. The purification of the desired product is easier because only CO2 is produced as the byproduct. Under the optimal reaction conditions, benzoxazole with different substituents and α-keto acids show very good reactivity and a series of arylbenzoxazoles can be synthesized.

Key words: photoredox catalysis, 2-aryl benzoxazole, α-keto acid, radical reaction