4.7 Article

Visible-Light Mediated ortho-Trifluoromethylation of Aniline Derivatives

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 84, Issue 21, Pages 14241-14247

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b01987

Keywords

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Funding

  1. National Natural Science Foundation of China [21502046]
  2. Natural Science Foundation of Heilongjiang Province [B2016008]
  3. University Nursing Program for Young Scholars with Creative Talents in Heilongjiang Province [UNPYSCT2017124]
  4. Fundamental Research Funds for the Central Universities from Harbin Engineering University [HEUCED1412, HEUCFJ161002, HEUCFJ171006, HEUCFJ181008]

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A general visible-light mediated ortho-C-H trifluoromethylation of aniline derivatives by using a low-cost and stable Langlois reagent (CF3SO2Na) as the CF3 source has been developed. In contrast to previous reports, this strategy allowed access to elusive trifluoromethyl lactams. Furthermore, mechanism experiments revealed that a copper/photoredox dual catalytic mechanism enabled general trifluoromethylation of aniline derivatives.

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