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Single-Step Synthesis of γ-Ketoacids through a Photoredox-Catalyzed Dual Decarboxylative Coupling of α-Oxo Acids and Maleic Anhydrides.

Alex M DaviesShrikant S LondheEmma R SmithJon A Tunge
Published in: Organic letters (2023)
A photocatalytic methodology for the single step synthesis of γ-ketoacids from α-ketoacids has been developed. This method employs maleic anhydrides as traceless synthetic equivalents of acrylic acids, achieving a selective cross-coupling via a dual decarboxylative strategy, where molecular CO 2 is released as the only waste byproduct. The method has also been expanded to incorporate a highly regioselective, 3-component coupling with various alcohols to access functionalized γ-ketoesters.
Keyphrases
  • visible light
  • room temperature
  • heavy metals
  • quantum dots
  • gold nanoparticles
  • reduced graphene oxide
  • high resolution
  • highly efficient
  • electron transfer
  • mass spectrometry