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 

机构地区：[1]Hefei National Laboratory for Physical at the Microscale,Department of Chemistry,University of Science and Technology of China,96 Jinzhai Road,Hefei,Anhui,230026 China

出　　处：《Chinese Journal of Chemistry》2022年第5期577-581,共5页中国化学（英文版）

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.

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.

关 键 词：Radical reactions Alkylation I Fluorine Spin-center shift DEFLUORINATION 

分 类 号：O62[理学—有机化学]