2-Oxindole Acts as a Synthon of 2-Aminobenzoyl Anion in the K2CO3-Catalyzed Reaction with Enones: Preparation of 1,4-Diketones Bearing an Amino Group and Their Further Transformations

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• 作者：Chun-Bao Miao ; Yu-Mei Zeng ; Tong Shi ; Rui Liu ; Peng-Fei Wei ; Xiao-Qiang Sun ; Hai-Tao Yang
• 刊名：Journal of Organic Chemistry
• 出版年：2016
• 出版时间：January 4, 2016
• 年：2016
• 卷：81
• 期：1
• 页码：43-50
• 全文大小：494K
• ISSN：1520-6904

文摘

A convenient approach for the synthesis of 1,4-diketones bearing an amino group has been developed through the K₂CO₃-catalyzed reaction of 2-oxindoles with enones with the assistance of atmospheric O₂ via sequential Michael addition–oxidation–ring-cleavage process. The further intramolecular reaction leads to the formation of benzoazepinone, quinoline, and 3-oxindole derivatives.