通过水相碘-[F]氟交换反应合成 5-[F]氟-1,2,3-三唑。

Chemistry and Synthesis Center, National Heart, Lung, and Blood Institute, National Institutes of Health, Rockville, MD 20892, USA.

Department of Chemistry, Prairie View A&M University, Prairie View, TX 77446, USA.

Molecules. 2021 Sep 11;26(18):5522. doi: 10.3390/molecules26185522.

In this report, a simple and efficient process to achieve fluorine-18-labeled 1,2,3-triazole is reported. The heteroaromatic radiofluorination was successfully achieved through an iodine-fluorine-18 exchange in an aqueous medium requiring only trace amounts of base and no azeotropic drying of fluorine-18. This methodology was optimized on a model reaction and further validated on multiple 1,2,3-triazole substrates with 18-60% radiochemical conversions. Using this strategy-the radiosynthesis of a triazole-based thiamin analogue-a potential positron emission tomography (PET) probe for imaging thiamin-dependent enzymes was synthesized with 10-16% isolated radiochemical yield (RCY) in 40 min (uncorrected, > 5).

在本报告中，报道了一种简单高效的合成氟-18 标记 1,2,3-三唑的方法。通过碘-氟-18 交换在水相介质中成功实现了杂芳环放射性氟化，该方法仅需痕量碱，且无需氟-18 的共沸干燥。该方法在模型反应上进行了优化，并进一步在多种 1,2,3-三唑底物上进行了验证，放射性化学转化率为 18%-60%。使用该策略，合成了一种基于三唑的硫胺素类似物作为正电子发射断层扫描（PET）探针，用于成像硫胺素依赖的酶，其放射性化学收率（RCY）为 10%-16%，在 40 分钟内（未校正， > 5）。