Copper(II)/Rhodium(III)‐Catalyzed Three‐Component Sequential Annulation‐Olefination of 2‐Arylquinoxalines
Abstract The quinoxaline scaffold occurs in many pharmaceuticals, natural products and organic materials. In this study, a Cu(II)/Rh(III)‐catalyzed regioselective annulation‐olefination sequence for the formation and modification of quinoxalines was developed using ethanol and water as the solvent, with relatively broad substrate scope and functional group tolerance. This protocol has been successfully applied to the derivatization of natural products and pharmaceuticals. Additionally, the derivatives exhibited enhanced antiproliferative activities against A‐2780 and HCT‐116 cell lines, underscoring their potential as promising lead compounds for ovarian cancer and colon cancer treatment.
Authors
- Fucheng Yin (ORCID: https://orcid.org/0000-0002-9999-6367)
- Yifan Chen (ORCID: https://orcid.org/0000-0002-9677-9340)
- Lingyi Kong (ORCID: https://orcid.org/0000-0001-9712-2618)
- Yonglei Zhang (ORCID: https://orcid.org/0000-0002-1452-0109)
- Xinxin Li (ORCID: https://orcid.org/0000-0001-5624-5689)
- Xiaobing Wang (ORCID: https://orcid.org/0000-0001-5044-3721)
- Shang Li (ORCID: https://orcid.org/0000-0001-8027-5167)
- Siyuan Wan (ORCID: https://orcid.org/0000-0002-4948-2173)
- Zhongwen Luo
Institutions
- China Pharmaceutical University (CN)
Publication Details
- Journal
- European Journal of Organic Chemistry
- Published
- 2024-08-31
- DOI
- https://doi.org/10.1002/ejoc.202400717
- Primary Topic
- Synthesis and Biological Evaluation
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Natural Science Foundation of China
- Ministry of Education of the People's Republic of China
- Government of Jiangsu Province
- Six Talent Peaks Project in Jiangsu Province
- Qinglan Project of Jiangsu Province of China
- Overseas Expertise Introduction Center for Discipline Innovation of Food Nutrition and Human Health (111 Center)