C-H Fluoromethoxylation of Arenes by Photoredox Catalysis.

ABSTRACT: Redox-active N-(fluoromethoxy)benzotriazoles were made accessible from fluoroacetic acid and hydroxybenzotriazoles via electrodecarboxylative coupling. After alkylation, they become effective monofluoromethoxylation reagents, enabling the photocatalytic C-H functionalization of arenes. Thus, irradiation of 1-(OCH₂ F)-3-Me-6-(CF₃ )benzotriazolium triflate with blue LED light in the presence of [Ru(bpy)₃ (PF₆ )₂ ] promotes the synthesis of diversely functionalized aryl monofluoromethyl ethers. This method allows the late-stage functionalization of biologically relevant structures without relying on ecologically problematic halofluorocarbons.

SUBMITTER: Bertoli G 

PROVIDER: S-EPMC10107189 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature