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Visible- and UV-Light-Induced Decarboxylative Radical Reactions of Benzoic Acids Using Organic Photoredox Catalysts.

Suzuka KubosakiHaruka TakeuchiYutaka IwataYosuke TanakaKazuyuki OsakaMugen YamawakiToshio MoritaYasuharu Yoshimi
Published in: The Journal of organic chemistry (2020)
Photoinduced decarboxylative radical reactions of benzoic acids with electron-deficient alkenes, diborane, and acetonitrile under organic photoredox catalysis conditions and mild heating afforded adducts, arylboronate esters, and the reduction product, respectively. The reaction is thought to involve single-electron transfer promoted the generation of aryl radicals via decarboxylation. A diverse range of benzoic acids were found to be suitable substrates for this photoreaction. Only our two-molecule organic photoredox system can work well for the direct photoinduced decarboxylation of benzoic acids.
Keyphrases
  • electron transfer
  • visible light
  • aqueous solution