Copper-Catalyzed Aerobic Oxidative Dehydrogenative Coupling to Access Benzoccinnolines

• Published in: Organic letters 2024-08, Vol.26 (33), p.6988
• Main Authors: Li, Shiyun, An, Yan, Zhao, Wei, Huang, Jun, Wen, Bin, Chen, Xingquan
• Format: Article
• Language: English
• ISSN: 1523-7052; 1523-7052
• DOI: 10.1021/acs.orglett.4c02315

In this paper, a highly efficient copper-catalyzed oxidative dehydrogenative coupling to obtain benzo[c]cinnolines (up to 100% yield) was developed. It was found that DMAP was a highly efficient ligand for copper-catalyzed oxidation, and molecular oxygen was a green oxidizing agent. In this simple process, various functional groups were tolerated under mild reaction conditions, and the practicality of the process was demonstrated by the preparation of benzo[c]cinnolines on a gram scale and later derivatization.In this paper, a highly efficient copper-catalyzed oxidative dehydrogenative coupling to obtain benzo[c]cinnolines (up to 100% yield) was developed. It was found that DMAP was a highly efficient ligand for copper-catalyzed oxidation, and molecular oxygen was a green oxidizing agent. In this simple process, various functional groups were tolerated under mild reaction conditions, and the practicality of the process was demonstrated by the preparation of benzo[c]cinnolines on a gram scale and later derivatization.