Copper-Catalyzed Tandem Reaction of Isocyanides with N-(2-Haloaryl)propiolamides for the Synthesis of Pyrrolo[3,2-c]quinolin-4-ones

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• 作者：Fengtao Zhou ; Jianguang Liu ; Ke Ding ; Jinsong Liu ; Qian Cai
• 刊名：Journal of Organic Chemistry
• 出版年：2011
• 出版时间：July 1, 2011
• 年：2011
• 卷：76
• 期：13
• 页码：5346-5353
• 全文大小：908K
• 年卷期：v.76,no.13(July 1, 2011)
• ISSN：1520-6904

文摘

The copper-catalyzed tandem reaction of isocyanides with N-(2-haloaryl)propiolamides is very efficient for the synthesis of pyrrolo[3, 2-c]quinolin-4-ones. Highly reactive cyclic organocopper intermediates were proposed to be generated in the copper-catalyzed formal [3 + 2] cycloaddition reaction of isocyanides with triple bonds. Intramolecular trapping of the organocopper intermediates can lead to aryl C鈥揅 bond formation, which offered an efficient method for constructing fused pyrrole structures.