Facile Route to 2-Fluoropyridines via 2-Pyridyltrialkylammonium Salts Prepared from Pyridine <i>N</i>-Oxides and Application to <sup>18</sup>F-Labeling
作者:Hui Xiong、Adam T. Hoye、Kuo-Hsien Fan、Ximin Li、Jennifer Clemens、Carey L. Horchler、Nathaniel C. Lim、Giorgio Attardo
DOI:10.1021/acs.orglett.5b01703
日期:2015.8.7
Among known precursors for 2-[18F]fluoropyridines, pyridyltrialkylammonium salts have shown excellent reactivity; however, their broader utility has been limited because synthetic methods for their preparation suffer from poor functional group compatibility. In this paper, we demonstrate the regioselective conversion of readily available pyridine N-oxides into 2-pyridyltrialkylammonium salts under mild
在2- [ 18 F]氟吡啶的已知前体中,吡啶基三烷基铵盐已显示出优异的反应性。然而,它们的广泛用途受到限制,因为用于其制备的合成方法具有差的官能团相容性。在本文中,我们证明了在温和且无金属的条件下,易于获得的吡啶N-氧化物向2-吡啶基三烷基铵盐的区域选择性转化。这些可分离的中间体可作为结构多样的2-氟吡啶(包括与PET成像有关的分子)的有效前体。除了提供访问非放射性类似物,此方法已被成功地应用到18 F-标记中的放射合成[ 18 F] AV-1451([18 F] T807),目前正在开发用于对tau成像的PET示踪剂。