4-Dimethylaminopyridine-Boryl Radical Promoted Monodefluorinative Alkylation of 3,3-Difluorooxindoles

作     者：Tesfaye Tebeka Simur Fentahun Wondu Dagnaw You-Jie Yu Feng-Lian Zhang Yi-Feng Wang Tesfaye Tebeka Simur;Fentahun Wondu Dagnaw;You-Jie Yu;Feng-Lian Zhang;Yi-Feng Wang

作者机构：Hefei National Laboratory for Physical at the MicroscaleDepartment of ChemistryUniversity of Science and Technology of China96 Jinzhai RoadHefeiAnhui230026 China 

出 版 物：《Chinese Journal of Chemistry》 (中国化学（英文版）)

年 卷 期：2022年第40卷第5期

页      面：577-581页

核心收录：

学科分类：07[理学] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：We thank the National Natural Science Foundation of China(Nos.21971226 and 22171253) the Anhui Provincial Natural Science Foundation(No.2108085MB59) the Fundamental Research Funds for the Central Universities(No.WK2060000017)for financial support. 

主　　题：Radical reactions Alkylation I Fluorine Spin-center shift Defluorination 

摘      要：A selective monodefluorinative alkylation of 3,3-difluorooxindoles is achieved.The reaction starts by the attack of a 4-dimethylaminopyrine-boryl radical to the carbonyl oxygen atom of 3,3-difluorooxindoles,followed by a spin-center shift to generate radical intermediates with the elimination of a fluoride anion.The subsequent radical addition to alkenes affords a range of 3-alkyl-fluorooxindoles products.The strategy offers access to C-3 functionalized oxindoles with wide substrate scope and tolerates a wide range of functional groups.