Aerobic Dehydrogenative Aromatization in the Preparation of 4-Aminoquinoline Derivatives by Synergistic Pd/Cu Catalysis

Fei Chen, Huidan Geng, Chun Li, Jianta Wang, Bing Guo, Lei Tang*, Yuan-Yong Yang*

*School of Pharmacy, Guizhou Medical University, 550014 Guiyang, P. R. China, Email: 312854015qq.com, yangyuanyonggmc.edu.cn

F. Chen, H. Geng, C. Li, J. Wang, B. Guo, L. Tang, Y.-Y. Yang, J. Org. Chem., 2023, 88, 15589-15596.

DOI: 10.1021/acs.joc.3c01400

---

see article for more reactions

Abstract

An aerobic dehydrogenative aromatization strategy enables an atom and step economic synthesis of 4-aminoquinolines. Unlike the well-known palladium-catalyzed dehydrogenative aromatization of cyclohexanones with amines, synergistic Pd/Cu catalysis is crucial for 2,3-dihydroquinolin-4(1H)-one type of substrates to give the corresponding 4-aminoquinoline products in good yields.

see article for more examples

proposed mechanism

---

---

Key Words

quinolines, oxygen

---

ID: J42-Y2023