標題: Cascade One-Pot Synthesis of Orange-Red-Fluorescent Polycyclic Cinnolino[2,3-f]phenanthridin-9-ium Salts by Palladium(II)-Catalyzed C-H Bond Activation of 2-Azobiaryl Compounds and Alkenes
作者: Jayakumar, Jayachandran
Vedarethinam, Guganchandar
Hsiao, Huan-Chang
Sun, Shang-You
Chuang, Shih-Ching
應用化學系
Department of Applied Chemistry
關鍵字: alkenes;azobenzenes;C-H activation;fluorescence;palladium catalysis
公開日期: 7-一月-2020
摘要: Quaternary ammonium salts were synthesized in moderate to good yields through double oxidative C-H bond activation on azobenzenes. The mechanism of the highly regioselective reaction of 2-azobiaryls with alkenes to give orange-red-fluorescent cinnolino[2,3-f]phenanthridin-9-ium salts and 15H-cinnolino[2,3-f]phenanthridin-9-ium-10-ide is proposed to involve ortho C-H olefination of the 2-azobiaryl compound with the alkene, intramolecular aza-Michael addition, concerted metalation-deprotonation (CMD), reductive elimination, and oxidation.
URI: http://dx.doi.org/10.1002/ange.201910959
http://hdl.handle.net/11536/153743
ISSN: 1433-7851
DOI: 10.1002/ange.201910959
期刊: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume: 59
Issue: 2
起始頁: 689
結束頁: 694
顯示於類別:期刊論文