Research Progress on the Synthesis of Isoquinoline via Silver Catalyzed Cyclization Reaction
NIU Yanning1*, YAN Wenxuan1, ZHANG Jie1, YAO Yingjia1, XIA Xiaofeng2
1. Department of Teaching and Research, Nanjing Forestry University, Huai'an 223003, China; 2. Key Laboratory of Synthetic and Biological Colloids, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi 2142122, China
Abstract:Isoquinoline skeleton compounds are a very important class of nitrogen-containing heterocyclic compounds. It widely exists in natural products with biological activities, organic materials and drug molecules. The traditional synthesis of isoquinoline requires harsh reaction conditions, so it is very important to construct this skeleton compounds under the mild condition. Silver catalyst can activate three bonds, and further reacts with nitrogen-containing nucleophiles by intramolecular nucleophilic addition, which is an important method for synthesizing isoquinoline derivatives. This paper mainly reviews the latest research progress in the construction of isoquinoline rings with 2-alkynyl benzylimine, 2-alkynyl benzylazide, 2-alkynyl benzaldehyde oxime, 2-alkynyl benzaldehyde hydrazone, and (2-(ethynyl)aryl)-1,2,3-triazoles as reactants via silver catalysis. The mechanism of some reaction was also discussed.