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

作者：Yi, Fengping; Zhang, Songxing; Huang, Ying; Zhang, Lirong^*; Yi, Weiyin^*

来源：European Journal of Organic Chemistry, 2017, 2017(1): 102-110.

DOI：10.1002/ejoc.201601217

• Domino reactions
• Copper
• Homogeneous catalysis
• Oxygen heterocycles
• Nitrogen heterocycles
• Amines

A simple and efficient synthetic approach is reported for the synthesis of highly functionalized 4-amino-imino-coumarins 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-hydroxy-benzonitriles 3 or 2-aminobenzonitrile (5) as substrates at a slightly elevated temperature under N-2. 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.

• 出版日期2017-1-3
• 单位上海应用技术大学