Arene radiofluorination enabled by photoredox-mediated halide interconversion.
Arene radiofluorination enabled by photoredox-mediated halide interconversion.
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DOI：
10.1038/s41557-021-00835-7
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发表时间：
2022-02
期刊：
影响因子：
21.8
通讯作者：
中科院分区：
文献类型：
--
作者：
Positron emission tomography (PET) is a powerful imaging technology that could visualize and measure metabolic processes in vivo and/or obtain unique information about drug candidates at early stages. Identification of new and improved molecular probes plays a critical role in PET, but its progress is limited in many situations due to the lack of efficient and simple labeling methods to modify biologically active small molecules and/or drugs. Although various approaches have been reported, current methods to radiofluorinate unactivated arenes are still relatively limited, especially in a simple and site-selective way. Here we disclose a method for constructing C–18F bonds through direct halide/18F conversion in electron-rich halo(hetero)arenes. [18F]F− is efficiently introduced into a broad spectrum of readily available aryl halide precursors in a site-selective manner under mild photoredox conditions. Notably, we demonstrate that our direct 19F/18F exchange method enables rapid PET probe diversification through the preparation and evaluation of a [18F]-labeled O-methyl tyrosine library, leading to the discovery of new cancer imaging agents. This strategy also results in the high-yielding synthesis of the widely used PET agent L-[18F]FDOPA from a readily available L-FDOPA analog. Taken together, our photoredox-mediated halide/18F interconversion strategy offers a new chemical tool for preparing new and clinically significant 18F-labeled PET agents.
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影响因子：
4.7
作者：
Jacobson, Orit;Kiesewetter, Dale O.;Chen, Xiaoyuan
通讯作者：
Chen, Xiaoyuan
影响因子：
5.2
作者：
Ichiishi, Naoko;Brooks, Allen F.;Topczewski, Joseph J.;Rodnick, Melissa E.;Sanford, Melanie S.;Scott, Peter J. H.
通讯作者：
Scott, Peter J. H.
DOI：
10.1002/anie.201805501
发表时间：
2019-02-25
期刊：
Angewandte Chemie (International ed. in English)
影响因子：
--
作者：
Deng X;Rong J;Wang L;Vasdev N;Zhang L;Josephson L;Liang SH
通讯作者：
Liang SH
影响因子：
64.8
作者：
Neumann CN;Hooker JM;Ritter T
通讯作者：
Ritter T
影响因子：
8.4
作者：
Brooks AF;Topczewski JJ;Ichiishi N;Sanford MS;Scott PJ
通讯作者：
Scott PJ