Imanova, Burlington Danes Building, Imperial College London, Hammersmith Hospital, Du Cane Road, London W12 0NN, UK.
Nat Chem. 2013 Nov;5(11):941-4. doi: 10.1038/nchem.1756. Epub 2013 Sep 8.
Molecules labelled with the unnatural isotope fluorine-18 are used for positron emission tomography. Currently, this molecular imaging technology is not exploited at its full potential because many (18)F-labelled probes are inaccessible or notoriously difficult to produce. Typical challenges associated with (18)F radiochemistry are the short half-life of (18)F (<2 h), the use of sub-stoichiometric amounts of (18)F, relative to the precursor and other reagents, as well as the limited availability of parent (18)F sources of suitable reactivity ([(18)F]F(-) and [(18)F]F2). There is a high-priority demand for general methods allowing access to [(18)F]CF3-substituted molecules for application in pharmaceutical discovery programmes. We report the development of a process for the late-stage [(18)F]trifluoromethylation of (hetero)arenes from [(18)F]fluoride using commercially available reagents and (hetero)aryl iodides. This [(18)F]CuCF3-based protocol benefits from a large substrate scope and is characterized by its operational simplicity.
带有放射性同位素氟-18 的分子被用于正电子发射断层扫描。目前，由于许多（18）F 标记的探针难以获得或难以生产，这种分子成像技术尚未充分发挥其潜力。（18）F 放射化学通常面临的挑战包括（18）F 的半衰期短（<2 h）、（18）F 的使用量低于化学计量，相对于前体和其他试剂，以及合适反应性的母体（18）F 源的有限可用性（[（18）F]F- 和 [（18）F]F2）。人们迫切需要通用方法来获得用于药物发现计划的 [（18）F]CF3 取代分子。我们报告了一种使用市售试剂和（杂）芳基碘化物从 [（18）F] 氟化物对（杂）芳环进行晚期 [（18）F] 三氟甲基化的方法。这种基于 [（18）F]CuCF3 的方案受益于广泛的底物范围，其特点是操作简单。
