Ring expansion of 3-hydroxyoxindoles to 4-quinolones <i>via</i> palladium-catalyzed C–C(acyl) bond cleavage
We report herein the construction of 4-quinolones <i>via</i> palladium-catalyzed regioselective β-acyl elimination of 3-hydroxyoxindoles and a subsequent Camps cyclization process. This protocol is highly efficient and various 4-quinolone derivatives are obtained in high yields. The construction of the core skeleton of the 4-quinolone antibiotics demonstrated the synthetic utility of this method.
Authors
- Hui‐Xiong Dai (ORCID: https://orcid.org/0000-0002-2937-6146)
- Hui Xu (ORCID: https://orcid.org/0009-0003-2994-9834)
- Z.J. Ruan
- Zhi-Cong Huang
Institutions
- Nanjing University of Chinese Medicine (CN)
- Chinese Academy of Sciences (CN)
- Shanghai Institute of Materia Medica (CN)
- Shanghai Institute of Organic Chemistry (CN)
Publication Details
- Journal
- Chemical Communications
- Published
- 2024-11-20
- DOI
- https://doi.org/10.1039/d4cc05369a
- Citations
- 1
- Primary Topic
- Catalytic C–H Functionalization Methods
- Type
- article
- Field-Weighted Citation Impact
- 0.25
Funders
- National Natural Science Foundation of China
- Science and Technology Commission of Shanghai Municipality
- Program of Shanghai Academic Research Leader