Copper-Catalyzed Divergent C-H Functionalization Reaction of Quinoxalin-2(1H)-ones and Alkynes Controlled by N1-Substituents for the Synthesis of (Z)-Enaminones and Furo[2,3-b]quinoxalines

Authors：Yang, Guang; Xiong, Zhicheng; Nie, Hongsheng; He, Meiqin; Feng, Qiong; Li, Xuan; Huang, Huabin; Wang, Shoucai; Ji, Fanghua^*; Jiang, Guangbin^*

Source：Organic Letters, 2022, 24(9): 1859-1864.

DOI：10.1021/acs.orglett.2c00454

• HETEROCYCLES
• AMINATION

With control by N1-substituents, the switchable divergent C-H functionalization reaction of quinoxalin-2(1H)-ones is achieved for the synthesis of (Z)-enaminones and furo[2,3-b]quinoxalines using the combination of a copper catalyst and an oxidant. This new protocol features mild reaction conditions, readily available materials, and a broad substrate scope. Gram-scale and mechanistic studies were also investigated. Furthermore, the desired products exhibited excellent antitumor activity against A549, HepG-2, MCF-7, and HeLa cells, which were tested by MTT assay.

• Institution
  桂林理工大学