Biomedical Research Imaging Center, Department of Radiology, and UNC Lineberger Comprehensive Cancer Center, University of North Carolina-Chapel Hill, Chapel Hill, NC 27514, USA.
Department of Chemistry, University of North Carolina-Chapel Hill, Chapel Hill, NC 27599, USA.
Science. 2019 Jun 21;364(6446):1170-1174. doi: 10.1126/science.aav7019.
Positron emission tomography (PET) plays key roles in drug discovery and development, as well as medical imaging. However, there is a dearth of efficient and simple radiolabeling methods for aromatic C-H bonds, which limits advancements in PET radiotracer development. Here, we disclose a mild method for the fluorine-18 (F)-fluorination of aromatic C-H bonds by an [F]F salt via organic photoredox catalysis under blue light illumination. This strategy was applied to the synthesis of a wide range of F-labeled arenes and heteroaromatics, including pharmaceutical compounds. These products can serve as diagnostic agents or provide key information about the in vivo fate of the labeled substrates, as showcased in preliminary tracer studies in mice.
正电子发射断层扫描(PET)在药物发现和开发以及医学成像中发挥着关键作用。然而,芳香族 C-H 键的高效、简单的放射性标记方法仍然缺乏,这限制了 PET 示踪剂开发的进展。在这里,我们通过有机光氧化还原催化,在蓝光照射下,通过 [F]F 盐,公开了一种温和的芳香族 C-H 键的氟-18(F)氟化方法。该策略已应用于广泛的 F 标记芳烃和杂芳烃的合成,包括药物化合物。这些产品可以用作诊断剂,或提供有关标记底物在体内命运的关键信息,初步的示踪研究在小鼠中得到了证明。