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Copper-catalyzed [4+2] oxidative annulation of α,β-unsaturated ketoxime acetates with ethyl trifluoropyruvate.

Huan YanGaochen XuMeng GuSai ZhangQinghuan WuJingjing MengNing ZhuZheng FangJindian DuanKai Guo
Published in: Chemical communications (Cambridge, England) (2022)
A novel route for tandem C-N/C-O formation via copper-catalyzed [4+2] oxidative annulation of α,β-unsaturated ketoxime acetates with ethyl trifluoropyruvate to synthesize valuable trifluoromethyl-containing 2 H -1,3-oxazines in moderate to good yields is developed. This procedure represents the first [4+2] oxidative annulation of oxime derivatives with activated CO bonds and provides an alternative route towards functionalized 2 H -1,3-oxazines.
Keyphrases
  • ionic liquid
  • minimally invasive
  • high intensity
  • mass spectrometry
  • structure activity relationship