Synthesis of Isoquinolines and Heterocycle-Fused Pyridines via Three-Component Cascade Reaction of Aryl Ketones, Hydroxylamine, and Alkynes

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• 作者：Liyao Zheng ; Jia Ju ; Yunhui Bin ; Ruimao Hua
• 刊名：The Journal of Organic Chemistry
• 出版年：2012
• 出版时间：July 6, 2012
• 年：2012
• 卷：77
• 期：13
• 页码：5794-5800
• 全文大小：327K
• 年卷期：v.77,no.13(July 6, 2012)
• ISSN：1520-6904

文摘

An efficient one-pot synthesis of isoquinolines and heterocycle-fused pyridines by three-component reaction of aryl ketones, hydroxylamine, and alkynes is developed. The reaction involves condensation of aryl ketones and hydroxylamine, rhodium(III)-catalyzed C鈥揌 bond activation of the in situ generated aryl ketone oximes, and cyclization with internal alkynes. This protocol enables rapid assembly of multisubstituted isoquinolines as well as 纬-carbolines, furo[2,3-c]pyridines, thieno[2,3-c]pyridines, and benzofuro[2,3-c]pyridines from readily available substrates.