有机化学 ›› 2021, Vol. 41 ›› Issue (12): 4780-4788.DOI: 10.6023/cjoc202109029 上一篇    下一篇

所属专题: 绿色合成化学专辑 热点论文虚拟合集

研究论文

串联氧化碳-氢键氧官能化和噁唑环化构建2-酰基苯并噁唑

涂志, 赵保丽, 万结平, 王超莉*(), 刘云云*()   

  1. 江西师范大学化学化工学院 南昌 330022
  • 收稿日期:2021-09-18 修回日期:2021-10-14 发布日期:2021-10-20
  • 通讯作者: 王超莉, 刘云云
  • 基金资助:
    江西省自然科学基金(20202BABL203008)

Aerobic Construction of 2-Acyl Benzoxazole by Tandem C—H Oxygenation and Oxazole Ring Formation

Zhi Tu, Baoli Zhao, Jieping Wan, Chaoli Wang(), Yunyun Liu()   

  1. College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022
  • Received:2021-09-18 Revised:2021-10-14 Published:2021-10-20
  • Contact: Chaoli Wang, Yunyun Liu
  • Supported by:
    Natural Science Foundation of Jiangxi Province(20202BABL203008)

通过铜催化N-(邻羟基苯基)苯乙酰胺的一锅串联亚甲基碳-氢键氧基化以及噁唑环化, 实现了有用的2-酰基苯并噁唑类化合物的合成. 除了具有基于一步多键转化的独特步骤经济性, 以同样原料选择性可控的2-亚甲基苯并噁唑合成以及在合成苯并噻唑方面的扩展应用也是本工作的重要优势.

关键词: 串联, 碳-氢键氧基化, 环化, 2-酰基苯并噁唑, 选择性

The synthesis of useful 2-acyl benzoxazoles has been realized via the tandem methylene C—H oxygenation and oxazole annulation of N-(o-hydroxyphenyl)phenylacetamides via copper catalysis in one-pot fashion. Besides featuring the incomparable step-economy resulting from the multi-step transformation, the tunable synthesis of diverse 2-methylene functionalized benzoxazoles using identical starting materials as well as the expanded synthesis of corresponding benzothiazoles is also attractive advantage of the work.

Key words: tandem, C—H oxygenation, annulation, 2-acyl benzoxazole, selectivity