Litcius/Paper detail

Photocatalytic C–F Bond Borylation of Polyfluoroarenes with NHC-boranes

Peng‐Ju Xia, Zhipeng Ye, Yuan‐Zhuo Hu, Jun‐An Xiao, Kai Chen, Hao‐Yue Xiang, Xiaoqing Chen, Hua Yang

2020Organic Letters69 citationsDOI

Abstract

has been facilely achieved at room temperature via a single-electron-transfer (SET)/radical addition pathway. This new strategy makes full use of the advantage of photoredox catalysis to generate the key boryl radical via direct activation of a B-H bond. Good functional group tolerance and high regioselectivity offer this protocol incomparable advantages in preparing a wide array of valuable polyfluoroarylboron compounds. Moreover, both computational and experimental studies were performed to illustrate the reaction mechanism.

Topics & Concepts

BorylationChemistryBoranesPhotocatalysisOrganic chemistryMedicinal chemistryPhotochemistryCombinatorial chemistryCatalysisBoronArylAlkylFluorine in Organic ChemistryRadical Photochemical ReactionsCatalytic C–H Functionalization Methods