4.7 Article

Visible Light-Mediated Trifluoromethylation of Fluorinated Alkenes via C-F Bond Cleavage

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 360, Issue 20, Pages 3894-3899

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201800740

Keywords

Photocatalysis; C-F bond cleavage; Trifluoromethylation; Iridium; Sodium triflinate

Funding

  1. Nanjing Tech University [39837118, 39837101]
  2. Singapore Ministry of Education Academic Research Fund [Tier 1 grant] [RG5/15, RG111/16]
  3. SICAM Fellowship from Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanyang Technological University

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A convenient photoredox-catalyzed defluorinative trifluoromethylation of alpha-trifluoromethyl alkenes and gem-difluoroalkenes is developed. The reactions proceeded efficiently via trifluoromethyl radical addition followed by beta-fluorine elimination process, providing a new entry to multifluorinated alkenes in moderate to good yields with excellent stereoselectivity.

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