Modular Synthesis of 4-Acylquinolines via Cycloaddition of 1,3-Enynes and Nitrosoarenes

Xiao Li, Chenxin Diao,Wangqing Kong

Synlett(2023)

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摘要
Herein, we disclose a FeBr2-promoted cycloaddition of readily available 1,3-enynes and nitrosoarenes, providing a promising platform for the synthesis of privileged 4-acylquinoline scaffolds. This simple one-pot process is characterized by high atom-economy, broad substrates scope, and excellent functional groups tolerance. A possible reaction mechanism was proposed, involving processes such as [4+2] cycloaddition, ring-opening, Aza-Michael addition, and dehydroaromatization.
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