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Visible-Light-Mediated Divergent and Regioselective Vicinal Difunctionalization of Styrenes with Arylazo Sulfones.

Lorenzo Di TerlizziLuca NicchioCamilla CallegariSimone ScaringiLuc NeuvilleMaurizio FagnoniStefano ProttiGeraldine Masson
Published in: Organic letters (2023)
Activated by visible light, arylazo sulfones can serve as multifaceted reactants and are employed in diazenylation, sulfonylation, and arylation reactions under (photo)catalyst-free conditions. Such versatile reactivity enabled us to develop an operationally simple, regioselective, and tunable difunctionalization of styrenes with arylazo sulfones to produce α-sulfonyl arylhydrazones and 1,2-alkoxyarylated products in moderate to excellent yields. Furthermore, such difunctionalized products have been exploited as key building blocks for the synthesis of various heterocycles.
Keyphrases
  • visible light
  • high intensity
  • gold nanoparticles
  • quantum dots
  • ionic liquid
  • electron transfer
  • light emitting