4.7 Article

Metal-Free Visible-Light-Promoted Trifluoromethylation of Vinylcyclopropanes Using Pyrylium Salt as a Photoredox Catalyst

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 84, Issue 13, Pages 8771-8781

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b01033

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Funding

  1. IISER Kolkata
  2. SERB
  3. DST-SERB
  4. U.G.C.
  5. D.S.T.

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Visible-light-induced metal-free trifluoromethylation of activated, carbocyclic, and unactivated vinylcyclopropanes via a ring-opening reaction using the Langlois reagent (CF3SO2Na) is reported to synthesize allylic trifluoromethylated derivatives. Allylic trifluoromethylation was achieved by a photo-oxidative single electron transfer (SET) process at an ambient temperature and under metal free conditions and visible-light irradiation using pyrylium salt as a photoredox catalyst. The reported methodology has an operational simplicity, broad substrate scope, high functional group tolerance, and scalability.

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