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An aerobic copper-mediated domino process for the synthesis of 3-(trifluoromethylseleno)indoles.

Hui WangYunfei YaoYi YouYangjie HuangZhiqiang Weng
Published in: Organic & biomolecular chemistry (2022)
An aerobic copper-mediated domino reaction for the synthesis of 3-(trifluoromethylseleno)indoles by trifluoromethylselenolation of N -Ts 2-alkynylaniline with [(bpy)CuSeCF 3 ] 2 is reported. This reaction proceeds through sequential oxidation, alkyne coordination, and deprotonation followed by reductive elimination. This mild and robust method is highly functional group tolerant and provides straightforward access to 3-(trifluoromethylseleno)indoles in moderate to good yields.
Keyphrases
  • high intensity
  • electron transfer
  • hydrogen peroxide