RadiochemicalSynthesis of Alkyl Geminal <sup>18</sup>F‑Difluoroalkyl MotifsMediated by Silver(I) Oxide

<sup>18</sup>F radiotracers are used in positron emission tomography imaging for medical diagnosis and drug development. Current methods to synthesize <sup>18</sup>F-polyfluorinated functional groups are limited in substrate scope and result in radiotracers with low molar activities (<i>A</i><sub><i>m</i></sub>). We disclose the synthesis of a range of <sup>18</sup>F-difluoroalkyl groups by nucleophilic substitution of geminal bromofluoroalkyl electrophiles with [<sup>18</sup>F]fluoride mediated by Ag<sub>2</sub>O. The utility of this transformation to support (pre)clinical imaging is demonstrated by translation to an automated synthesizer.

Publication Details

Journal
Figshare
Published
2025-02-06
DOI
https://doi.org/10.1021/acs.orglett.5c00187.s001
Primary Topic
Educational Robotics and Engineering
Type
article
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article

RadiochemicalSynthesis of Alkyl Geminal 18F‑Difluoroalkyl MotifsMediated by Silver(I) Oxide

Figshare
Educational Robotics and Engineering
article

RadiochemicalSynthesis of Alkyl Geminal 18F‑Difluoroalkyl MotifsMediated by Silver(I) Oxide

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Abstract

<sup>18</sup>F radiotracers are used in positron emission tomography imaging for medical diagnosis and drug development. Current methods to synthesize <sup>18</sup>F-polyfluorinated functional groups are limited in substrate scope and result in radiotracers with low molar activities (<i>A</i><sub><i>m</i></sub>). We disclose the synthesis of a range of <sup>18</sup>F-difluoroalkyl groups by nucleophilic substitution of geminal bromofluoroalkyl electrophiles with [<sup>18</sup>F]fluoride mediated by Ag<sub>2</sub>O. The utility of this transformation to support (pre)clinical imaging is demonstrated by translation to an automated synthesizer.

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RadiochemicalSynthesis of Alkyl Geminal <sup>18</sup>F‑Difluoroalkyl MotifsMediated by Silver(I) Oxide · Figshare (2025) | TGRS Research Map | TGRS