Nickel-catalyzed reductive cross-coupling of polyfluoroarenes with alkyl electrophiles by site-selective C–F bond activation  

作　　者：Longlong Xi Liting Du Zhuangzhi Shi 

机构地区：[1]State Key Laboratory of Coordination Chemistry,Chemistry and Biomedicine Innovation Center(ChemBIC),School of Chemistry and Chemical Engineering,Nanjing University,Nanjing 210093,China [2]Advanced Analysis and Testing Center,Nanjing Forestry University,Nanjing 210037,China

出　　处：《Chinese Chemical Letters》2022年第9期4287-4292,共6页中国化学快报（英文版）

基　　金：the National Natural Science Foundation of China (Nos. 22025104, 21972064 and 21901111);the National Natural Science Foundation of Jiangsu Province (No. BK20170632);the Excellent Youth Foundation of Jiangsu Scientific Committee (No. BK20180007);the “Innovation & Entrepreneurship Talents Plan” of Jiangsu Province;the Fundamental Research Funds for the Central Universities for their financial support

摘　　要：A nickel-catalyzed reductive cross-coupling reactions between polyfluoroarenes and alkyl electrophiles is reported to access substituted fluoroarenes through chelation-assisted C–F activation.Diverse primary and secondary alkyl(pseudo)halides can be employed to couple with polyfluoroarenes,showing excellent regioselectivity.Furthermore,the nickel-catalyzed asymmetric cross-coupling of polyfluoroarenes with racemic alkyl halides is preliminarily explored.In addition,the practicability of the title transformation is also demonstrated by total synthesis of losmapimod and an analog as key steps.The developed method exhibits many advantages,including economic catalytic systems,commercially available alkyl electrophiles,and lack of sensitive organometallic reagents.

关 键 词：POLYFLUOROARENES Nickel ALKYLATION CROSS-COUPLING C-F activation 

分 类 号：O625.2[理学—有机化学]