biostudies-literatureWright JSNIBIB NIH HHSNational Institute of General Medical SciencesNational Institute of Biomedical Imaging and BioengineeringNIGMS NIH HHS6915-6921https://www.ebi.ac.uk/biostudies/studies/S-EPMC8832069biostudies-literatureUnknown143(18)This article describes a sequential Ir/Cu-mediated process for the <i>meta-</i>selective C-H radiofluorination of (hetero)arene substrates. In the first step, Ir-catalyzed C(sp²)-H borylation affords (hetero)aryl pinacolboronate (BPin) esters. The intermediate organoboronates are then directly subjected to copper-mediated radiofluorination with [¹⁸F]tetrabutylammonium fluoride to afford fluorine-18 labeled (hetero)arenes in high radiochemical yield and radiochemical purity. This entire process is performed on a benchtop without Schlenk or glovebox techniques and circumvents the need to isolate (hetero)aryl boronate esters. The reaction was automated on a TracerLab FX_FN module with 1,3-dimethoxybenzene and a <i>meta-</i>tyrosine derivative. The products, [<sJournal of the American Chemical SocietySequential Ir/Cu-Mediated Method for the <i>Meta</i>-Selective C-H Radiofluorination of (Hetero)Arenes.PMC8832069F32GM136022F32 GM136022R01 EB021155R01EB021155Scott PJHWright JSSharninghausen LSSanford MSPreshlock SBrooks AFfalseSequential Ir/Cu-Mediated Method for the <i>Meta</i>-Selective C-H Radiofluorination of (Hetero)Arenes.This article describes a sequential Ir/Cu-mediated process for the <i>meta-</i>selective C-H radiofluorination of (hetero)arene substrates. In the first step, Ir-catalyzed C(sp²)-H borylation affords (hetero)aryl pinacolboronate (BPin) esters. The intermediate organoboronates are then directly subjected to copper-mediated radiofluorination with [¹⁸F]tetrabutylammonium fluoride to afford fluorine-18 labeled (hetero)arenes in high radiochemical yield and radiochemical purity. This entire process is performed on a benchtop without Schlenk or glovebox techniques and circumvents the need to isolate (hetero)aryl boronate esters. The reaction was automated on a TracerLab FX_FN module with 1,3-dimethoxybenzene and a <i>meta-</i>tyrosine derivative. The products, [<s2021-01-01T00:00:00Z2021 May2025-04-04T21:32:35.386Z2025-04-04T21:32:35.386ZS-EPMC88320693391452110.1021/jacs.1c00523