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Synthesis of N-Alkyl-Substituted 4-Quinolones via Tandem Alkenyl and Aryl C-N Bond Formation

Jun Shao, Xiaomei Huang, Xiaohu Hong, Bingxin Liu, Bin Xu*

*Department of Chemistry, Shanghai University, Shanghai 200444, P. R. of China, Email: xubinshu.edu.cn

J. Shao, X. Huang, X. Hong, B. Liu, B. Xu, Synthesis, 2012, 44, 1798-1808.

DOI: 10.1055/s-0031-1290775 (free Supporting Information)


Abstract

N-Alkyl-substituted 4-quinolones are present as the key structural motif in many marketed drugs. An efficient and convenient one-step tandem amination approach affords N-alkyl-substituted 4-quinolones in high yields from easily accessible o-chloroaryl acetylenic ketones and functionalized alkyl amines.

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Palladium-Catalyzed Tandem Amination Reaction for the Synthesis of 4-Quinolones

T. Zhao, B. Xu, Org. Lett., 2010, 12, 212-215.


Key Words

alkynes, amination, cyclization, nitrogen heterocycles, 4-quinolones, domino reactions


ID: J66-Y2012-1930