4.5 Article

Visible-Light-Induced Metal-Free Trifluoromethylselenolation of Electron-Rich Heteroarenes Using the Nucleophilic [Me4N][SeCF3] Reagent

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2020, Issue 4, Pages 506-509

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201901793

Keywords

Fluorine; Indoles; Photoredox catalysis; Selenium; Trifluoromethylselenation

Funding

  1. LabEx Charmmmat
  2. Agence Nationale de la Recherche (ANR) [ANR 18-CE07-0039-01]

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A metal-free visible-light-promoted regioselective trifluoromethylselenolation of electron-rich heteroarenes has been developed using C-H functionalization. This eco-friendly, atom-economical, and easy-to-operate protocol provides direct access to a wide range of functionalized SeCF3-containing heteroarenes in high yields, and is amenable to continuous flow techniques. A radical mechanism was supported by EPR experiments.

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