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<p>α-Fluorocarbonyl compounds bearing a fluorine atom at the α-position relative to the carbonyl group have several important applications in medicinal, agrochemical, and biological chemistry. Herein, we report a simple and regioselective one-pot protocol for the side-chain α-fluorination of acetophenone derivatives. Utilizing a Fe(NO<sub>3</sub>)<sub>3</sub>∙9H<sub>2</sub>O/KBr and TBAF (1&#xa0;M solution in THF) reagent mixture, the reaction delivers the corresponding α-fluorinated ketones in moderate to good yields (35–72%). Mechanistic studies suggest the reaction proceeds through in-situ generated α-bromocarbonyl intermediates, which undergo subsequent nucleophilic substitution to give the target α-fluorocarbonyl products.</p>

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A simple and facile regioselective aliphatic fluorination of acetophenone derivatives

  • 期刊论文

  • 发表日期：

    2026年7月21日

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  • Chandra Prakash,
  • Ram Singh

摘要

α-Fluorocarbonyl compounds bearing a fluorine atom at the α-position relative to the carbonyl group have several important applications in medicinal, agrochemical, and biological chemistry. Herein, we report a simple and regioselective one-pot protocol for the side-chain α-fluorination of acetophenone derivatives. Utilizing a Fe(NO3)3∙9H2O/KBr and TBAF (1 M solution in THF) reagent mixture, the reaction delivers the corresponding α-fluorinated ketones in moderate to good yields (35–72%). Mechanistic studies suggest the reaction proceeds through in-situ generated α-bromocarbonyl intermediates, which undergo subsequent nucleophilic substitution to give the target α-fluorocarbonyl products.