4.7 Article

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

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 85, Issue 8, Pages 5362-5369

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c00055

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Funding

  1. Japan Society for the Promotion of Science (JSPS) [17K05779]
  2. Grants-in-Aid for Scientific Research [17K05779] Funding Source: KAKEN

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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.

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