Suzuki-type cross-coupling of alkyl trifluoroborates with acid fluoride enabled by NHC/photoredox dual catalysis
Hua Huang, Qing‐Song Dai, Hai‐Jun Leng, Qing‐Zhu Li, Si-Lin Yang, Ying-Mao Tao, Xiang Zhang, Ting Qi, Jun‐Long Li
Abstract
)-hybridised boronic compounds still remains a challenging task, thereby hindering the broad application of alkyl boron substrates in carbon-carbon bond-forming reactions. Herein, we developed an NHC/photoredox dual catalytic cross-coupling of alkyl trifluoroborates with acid fluorides, providing an alternative solution to the classical acylative Suzuki coupling chemistry. With this protocol, various ketones could be rapidly synthesised from readily available materials under mild conditions. Preliminary mechanistic studies shed light on the unique radical reaction mechanism.
Topics & Concepts
AlkylCatalysisChemistryPhotoredox catalysisOrganocatalysisCoupling (piping)Broad spectrumCombinatorial chemistryOrganic chemistryPhotochemistryPhotocatalysisMaterials scienceEnantioselective synthesisMetallurgyCatalytic Cross-Coupling ReactionsRadical Photochemical ReactionsFluorine in Organic Chemistry