4.6 Article

Visible-light photoredox intramolecular difluoroacetamidation: facile synthesis of 3,3-difluoro-2-oxindoles from bromodifluoroacetamides

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 14, Issue 7, Pages 2195-2199

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ob02121a

Keywords

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Funding

  1. NSFC [21172102]
  2. Ministry of Science and Technology of China (973 Program) [2013CB834804]
  3. Fundamental Research Funds for the Central Universities [lzujbky-2013-47]

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We report an operationally simple, visible-light-driven protocol for intramolecular C-H difluoroacetamidation of arenes for the synthesis of biologically relevant 3,3-difluoro-2-oxindoles at room temperature. Using fac-Ir(ppy)(3) as a photocatalyst and a 3 W blue LED as a light source, an array of difluoroxindoles was prepared from rapidly available tertiary aryl bromodifluoroacetamides in moderate to excellent yields.

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