4.4 Article

Fe-mediated nucleophilic trifluoromethylselenolation of activated alkyl bromides via umpolung reactivity of trifluoromethyl tolueneselenosulfinate

Journal

TETRAHEDRON
Volume 100, Issue -, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2021.132498

Keywords

Fluorine; Selenium; Trifluoromethylselenolation; Iron

Funding

  1. French National Research Agency [ANR 18-CE07-0039-01]
  2. CNRS
  3. French Ministry of Research
  4. French Fluorine Network (GIS-FLUOR)

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Trifluoromethyl tolueneselenosulfonate is a versatile reagent that can be reduced by iron powder to generate in situ trifluoromethylselenolate anion, which can then react with alkyl bromide to perform S-N(2) reaction.
Trifluoromethyl tolueneselenosulfonate is a versatile reagent which can be reduced by iron powder to generate in situ trifluoromethylselenolate anion. This species can then react with alkyl bromide to perform S-N(2) reaction. (C) 2021 Elsevier Ltd. All rights reserved.

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