4.6 Article

Visible-light-induced radical trifluoromethylthiolation of N-(o-cyanobiaryl)acrylamides

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 17, Issue 13, Pages 3374-3380

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c9ob00342h

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Funding

  1. Intercollegiate Key Scientific Research Projects of Henan Province [17B150006]
  2. Science and Technology Research Project of Henan Province [172102310332]
  3. Aid Project for the Leading Young Teachers at the Henan Provincial Institutions of Higher Education of China [2016GGJS-118]

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An efficient and general visible-light-mediated trifluoromethylthiolation of N-(o-cyanobiaryl) acrylamides has been successfully accomplished using N-trifluoromethylthiosaccharin as an effective source of SCF3 radicals. The reaction was proposed to proceed via a domino radical trifluoromethylthiolation/cyano insertion/cyclization to afford the corresponding SCF3-containing ring-fused phenanthridine derivatives in moderate to good yields.

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