Electrochemical Multicomponent Cascade Radical Process Enabling Synthesis of lodomethyl Spiropyrrolidinyl-Oxindoles  

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作  者:Jingrui He Haibo Mei Jorge Escorihuela Jianlin Han 

机构地区:[1]Jiangsu Co-lnnovation Center of Efficient Processing and Utilization of Forest Resources,College of Chemical Engineering,NanjingForestryUniversity,Nanjing,Jiangsu210037,China [2]Departamento de Quimica Organica,Universitat de Valencia,Avda.Vicente Andres Estelles s/n,Burjassot 46100,Valencia,Spain

出  处:《Chinese Journal of Chemistry》2024年第15期1691-1698,共8页中国化学(英文版)

基  金:the financial supports from the National Natural Science Foundation of China(No.21761132021).

摘  要:A novel electrochemical multicomponent cascade reaction of indole-tethered alkenes with CF_(3)SO_(2)Na and n-BuaNI has been developed,which enables the rapid assembly of spiropyrrolidinyl-oxindoles in good yields.The experimental results and DFT calculations suggest that this reaction proceeds through the oxidation of CF_(3)SO_(2)Na,radical coupling with alkene,spirocyclization,oxidation of sulfinate,iodide substitution,and water coupling.This strategy features mild reaction conditions,easy-to-handle reactants,and good chemical yields.This finding not only enriches the research contents of indole-tethered alkenes but also provides a green strategy for the construction of spiropyrrolidinyl-oxindoles compared with the existing methodologies.

关 键 词:Spiropyrrolidinyl-oxindoles ELECTROSYNTHESIS Indole-tethered alkenes CF_(3)SO_(2)Na DFT calculation Multicomponent reaction Radical reactions CROSS-COUPLING GREENCHEMISTRY 

分 类 号:O646[理学—物理化学]

 

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