121st General Meeting of the KCS

Type Poster Presentation
Area Organic Chemistry
Room No. Event Hall
Time 4월 19일 (목요일) 11:00~12:30
Code ORGN.P-418
Subject Development of an Efficient Synthetic Route for Quinoline Derivatives via Palladium-Catalyzed Cross-coupling
Authors Jooyeon Yoon, Cheol-Hong Cheon*
Department of Chemistry, Korea University, Korea
Abstract Quinoline and their derivatives are widely found in natural products and pharmaceuticals. Among them, 2-substituted quinolones are particularly important since there are associated with a wide range of biological activities including antimalarial and antitumor activities, as well as being used as a key building block in materials science. Even though numerous methods for the construction of the quinoline ring system have been reported, most of the traditional methods suffered from the harsh reaction conditions, environmental unfriendliness and poor functional group tolerance. Herein, we report efficient synthetic method of 2-substituted quinolines from 2-bromoaniline derivatives and β-chloroketones in the presence of palladium catalyst. Pd-catalyzed Heck reaction of in situ generated enone by dehydrochlorination and 2-bromoaniline could give 2-aminostyryl ketones intermediate. Subsequently, the cyclization of 2-aminostyryl ketones with palladium catalyst provided 2-substituted quinoline derivatives. This palladium catalyzed cascade reaction provides a convenient method for the synthesis of 2-substituted quinolones without any separation of intermediates.
E-mail pipopong@naver.com