Salicylaldehyde-Enabled Co(II)-Catalyzed Oxidative C–H Alkenylation of Indoles with Olefins
A ligand-promoted oxidative dehydrogenation C-H alkenylation of indoles and olefins was achieved using commercial and low-cost Co(NO<sub>3</sub>)<sub>2</sub>·6H<sub>2</sub>O as a catalyst and Mn(OAc)<sub>2</sub> as an oxidant. The design and selection of electrically unique methyl-substituted salicylaldehyde as a ligand is the key to achieve this transformation. This protocol can introduce an indole backbone into diverse bioactive molecules such as ibuprofen, naproxen, and Estrol for late-stage synthetic modification, which has potential applications in the discovery of drug molecules containing an indole motif.
Authors
- Yue‐Jin Liu (ORCID: https://orcid.org/0000-0003-4226-0890)
- Xiaohong Chen (ORCID: https://orcid.org/0000-0002-9797-8384)
- Liping Qiao (ORCID: https://orcid.org/0000-0002-4210-9034)
- Shuai Shi (ORCID: https://orcid.org/0000-0002-4112-4486)
- Jiawei Li
- Mao‐Gui Huang
Institutions
- Ministry of Education of the People's Republic of China (CN)
- Zhoukou Normal University (CN)
- Ministry of Education (IR)
- State Institute for Drug Control (CZ)
- Hubei University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-12-27
- DOI
- https://doi.org/10.1021/acs.joc.4c01643
- Citations
- 3
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.75
Funders
- Zhoukou Normal University
- Henan Provincial Science and Technology Research Project