Base-controlled annulation of tryptamine-derived isocyanides with nitrile imines for access to polycyclic spiroindoline derivatives  

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作  者:Xiaofeng Wang Luorong Yuan Xiaoping Xu Shunjun Ji 

机构地区:[1]Key Laboratory of Organic Synthesis of Jiangsu Province,College of Chemistry,Chemical Engineering and Materials Science&Collaborative Innovation Center of Suzhou Nano Science and Technology,Soochow University,Suzhou 215123,China [2]Innovation Center for Chemical Science,Soochow University,Suzhou 215144,China [3]Suzhou Baolidi Functional Materials Research Institute,Suzhou 215144,China

出  处:《Green Synthesis and Catalysis》2023年第2期181-185,共5页绿色合成与催化(英文)

基  金:the National Natural Science Foundation of China(Nos.21772138 and 21672157);the Natural Science Foundation of Jiangsu Province,the Project of the Scientific and Technologic Infrastructure of Suzhou(No.SZS201708)and PAPD.

摘  要:An annulation reaction of tryptamine-derived isocyanides with hydrazonyl chlorides in the presence of bases was developed.Controlled by different bases,[1+2+3]annulation and[1+2+3]/[2+3]annulation cascade were realized.In the latter reaction,five new chemical bonds as well as three new heterocycles were formed in one step.It showed extremely high efficiency,relatively broad substrate scope,milder reaction conditions,good tolerance of functional groups and good chemoselectivity.

关 键 词:3-(2-Isocyanoethyl)indoles Nitrile imines Tetracyclic spiroindolines Pentacyclic bispiroindolines Chemoselective cycloaddition 

分 类 号:O643.36[理学—物理化学]

 

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