Chinese Journal of Organic Chemistry ›› 2023, Vol. 43 ›› Issue (4): 1492-1498.DOI: 10.6023/cjoc202209020 Previous Articles     Next Articles



李春生*(), 连晓琪, 陈莲芬*()   

  1. 肇庆学院环境与化学工程学院 广东肇庆 526061
  • 收稿日期:2022-09-16 修回日期:2022-10-23 发布日期:2022-12-07
  • 通讯作者: 李春生, 陈莲芬
  • 基金资助:
    国家自然科学基金(22002139); 广东省基础与应用基础研究基金(2019A1515110550); 广东省基础与应用基础研究基金(2020A1515111156); 广东省普通高校青年创新人才类项目(2019KQNCX174); 广东省普通高校青年创新人才类项目(2020KQNCX096); 肇庆学院科研基金(202013); 大学生创新创业训练计划(202110580015)

Copper-Catalyzed [4+2] Annulations of Sulfoxonium Ylides and o-Phenylenediamines

Chunsheng Li(), Xiaoqi Lian, Lianfen Chen()   

  1. School of Environmental and Chemical Engineering, Zhaoqing University, Zhaoqing, Guangdong 526061
  • Received:2022-09-16 Revised:2022-10-23 Published:2022-12-07
  • Contact: Chunsheng Li, Lianfen Chen
  • Supported by:
    National Natural Science Foundation of China(22002139); Guangdong Basic and Applied Basic Research Foundation(2019A1515110550); Guangdong Basic and Applied Basic Research Foundation(2020A1515111156); Young Innovative Talents Project of General Colleges and Universities in Guangdong Province(2019KQNCX174); Young Innovative Talents Project of General Colleges and Universities in Guangdong Province(2020KQNCX096); Research Foundation of Zhaoqing University(202013); College Students’ Innovation and Entrepreneurship Training Program(202110580015)

Herein, a novel [4+2] annulation of a wide range of sulfoxonium ylides and o-phenylenediamines was reported, which was catalyzed by cheap and commercially available copper catalyst. The research results indicated that under the optimal reaction conditions, the isolated yield was up to 93% with 10 mol% Cu(OAc)2 as catalyst, 1.0 equiv. of NaOAc as additive and 1,2-dichloroethane (DCE) as solvent at 80 ℃ for 24 h. This method features cheap and commerial available catalyst, mild reaction conditions, broad substrate scope and excellent functional groups tolerance.

Key words: copper catalysis, [4+2] annulations, sulfoxonium ylides, quinoxaline