Radiosynthesis of [18F]ArylSCF2H using aryl boronic acids, S-(chlorofluoromethyl)benzenesulfonothioate and [18F]fluoride by Zhao, Q, Isenegger, PG, Wilson, TC, Sap, JBI, Guibbal, F, Lu, L, Gouverneur, V, Shen, Q

“…Herein, we report a mild and practical protocol for the copper-catalyzed chlorofluoromethylthiolation of (hetero)aryl boronic acids with the novel reagent PhSO2SCFClH. The resulting products are amenable to halogen exchange 18F-fluorination with cyclotron-produced [18F]fluoride affording [18F]ArSCF2H. …”

Light-driven post-translational installation of reactive protein side chains by Josephson, B, Fehl, C, Isenegger, PG, Nadal, S, Wright, TH, Poh, AWJ, Bower, BJ, Giltrap, AM, Chen, L, Batchelor-McAuley, C, Roper, G, Arisa, O, Sap, JBI, Kawamura, A, Baldwin, AJ, Mohammed, S, Compton, RG, Gouverneur, V, Davis, BG

“…In situ generation of boronic acid catechol ester derivatives generates RH2C• radicals that form the native (β-CH2–γ-CH2) linkage of natural residues and PTMs, whereas in situ potentiation of pyridylsulfonyl derivatives by Fe(II) generates RF2C• radicals that form equivalent β-CH2–γ-CF2 linkages bearing difluoromethylene labels. …”

New late-stage strategies towards difluoromethylarenes by Sap, JBI

“…In <strong>Chapter IV</strong>, a facile and robust radiochemical methodology for PET describing the synthesis of 18F-difluoromethylarenes from aryl boronic acids, ethyl bromofluoroacetate and cyclotron produced [18F]fluoride is presented. …”

[¹⁸F]Difluorocarbene for positron emission tomography by Sap, JBI, Meyer, CF, Ford, J, Straathof, NJW, Dürr, AB, Lelos, MJ, Paisey, SJ, Mollner, TA, Hell, SM, Trabanco, AA, Genicot, C, Am Ende, CW, Paton, RS, Tredwell, M, Gouverneur, V

“…Versatility is demonstrated with multiple [¹⁸F]difluorocarbene based reactions including O&ndash;H, S&ndash;H and N&ndash;H insertions, and cross-couplings that harness the reactivity of ubiquitous functional groups such as (thio)phenols,&nbsp;<em>N</em>-heteroarenes, and aryl boronic acids that are easy to install. Impact is illustrated with the labelling of highly complex and functionalised biologically relevant molecules and radiotracers.…”