An Efficient One-Pot Protocol for the Synthesis of Polysubstituted 4-Amino-iminocoumarins and 4-Aminoquinolines by a Copper-Catalyzed Three-Component Reaction

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• 作者：Fengping Yi ; Songxing Zhang ; Ying Huang ; Lirong Zhang and Weiyin Yi
• 刊名：European Journal of Organic Chemistry
• 出版年：2017
• 出版时间：January 3, 2017
• 年：2017
• 卷：2017
• 期：1
• 页码：102-110
• 全文大小：1092K
• ISSN：1099-0690

文摘

A simple and efficient synthetic approach is reported for the synthesis of highly functionalized 4-amino-iminocoumarins 4 and 4-aminoquinolines 6 in moderate to excellent yields, through a copper-catalyzed multicomponent reaction. The reaction is carried out in a one-pot manner, using readily available terminal alkynes 1, sulfonyl azides 2, and 2-hydroxybenzonitriles 3 or 2-aminobenzonitrile (5) as substrates at a slightly elevated temperature under N₂. The protocol is operationally simple and has a good substrate scope. The overall process involves a nucleophilic addition to a ketenimine, and isomerization of the intermediate.