4.3 Article

Electron donor-acceptor (EDA)-complex enabled SF5Cl addition on alkenes and alkynes

Journal

JOURNAL OF FLUORINE CHEMISTRY
Volume 243, Issue -, Pages -

Publisher

ELSEVIER SCIENCE SA
DOI: 10.1016/j.jfluchem.2021.109734

Keywords

Pentafluorosulfanyl substituent; Chloropentafluorosulfanylation; (EDA)-complexes; Radical addition; Visible-light activation

Funding

  1. Natural Sciences and Engineering Research Council of Canada (NSERC)
  2. OmegaChem
  3. Universite Laval

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A new method for adding SF5Cl onto unsaturated compounds was developed using an electron donor-acceptor (EDA) complex and visible light irradiation. Compared to common SF5Cl addition protocols, this reaction does not require the presence of oxygen to proceed. The method was successfully demonstrated on 19 examples of alkenes and alkynes, with yields ranging from 31% to 86%.
A new method for the addition of SF5Cl on unsaturated compounds was developed, based on the use of an electron donor-acceptor (EDA)-complex and visible light irradiation. The reaction does not require the presence of oxygen to proceed, compared to the most-common SF5Cl addition protocols. A total of 19 examples of alkenes and alkynes were performed, with yields ranging from 31 % to 86 %.

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