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Visible-Light-Promoted C(sp 3 )-C(sp 3 ) Cross-Coupling of Amino Acids and Aryl Trifluoromethyl Ketones Through Simultaneous Decarboxylation and Defluorination.

Kui TanJiaan HeZhilin MuIbrahim M AmmarChao CheJin GengQi Xing
Published in: Organic letters (2023)
A photoredox-catalyzed approach for the difluoroalkylation of amino acids was achieved through simultaneous decarboxylation and defluorination processes. This innovative protocol employs commonly available amino acids and trifluoroacetophenones as the primary starting materials, eliminating the necessity for preactivation. This strategy has enabled the synthesis of several difluoroketone functionalized amines in moderate to impressive yields. These synthesized compounds are presented as foundational molecules for subsequent modification. The underlying mechanism for the transformation is anchored in a single electron transfer (SET) radical pathway.
Keyphrases
  • amino acid
  • visible light
  • electron transfer
  • randomized controlled trial
  • quantum dots
  • room temperature
  • high intensity
  • mass spectrometry
  • high resolution