Iron/B_(2)pin_(2)catalytic system enables the generation of alkyl radicals from inert alkyl C-O bonds for amine synthesis  

作　　者：Yanqing Zhu Shuai Chen Zhen Zhou Yun He Zhengli Liu Yang Liu Zhang Feng 

机构地区：[1]Chongqing Key Laboratory of Natural Product Synthesis and Drug Research,School of Pharmaceutical Sciences,Chongqing University,Chongqing 401331,China [2]Department of Medicinal Chemistry,School of Pharmacy,Fujian Medical University(FMU),Fuzhou 350005,China [3]Affiliated Hospital of North Sichuan Medical College and Medical Imaging Key Laboratory of Sichuan Province,Nanchong 637503,China

出　　处：《Chinese Chemical Letters》2024年第1期227-232,共6页中国化学快报（英文版）

基　　金：the financial support from National Natural Science Foundation of China(Nos.22271031,22201026),Natural Science Foundation of Chongqing(No.CSTB2022NSCQ-MSX1065);Chongqing Postdoctoral Science Foundation(No.cstc2020jcyj-bshX0052);Medical Imaging Key Laboratory of Sichuan Province(Nos.MIKL202201 and MIKL202202);Affiliated Hospital of North Sichuan Medical College(No.2022JB001);Youth Project of Science and Technology Research Program of Chongqing Education Commission of China(No.KJQN201900112).

摘　　要：A method for the generation of alkyl radicals from inert alkyl C-o bonds has been developed via an iron/borane reagent/alkoxide catalytic system,which can be employed for the synthesis of amines from nitroarenes with excellent efficiency.This reductive amination features good functional group compatibility and enables the late-stage amination of bio-relevant compounds,thus providing good opportunities for applications in medicinal chemistry.Preliminary mechanistic studies reveal that the amine synthesis may be involving a Fe/Li cation-assisted single electron transfer pathway to form alkyl radicals,and the low-valent iron speciesmaybetheactive intermediates.

关 键 词：C-N bond formation Reductive amination Borane reagent Iron catalysis Green chemistry 

分 类 号：O62[理学—有机化学]