Highly C3-Selective Direct Alkylation and Arylation of 2-Pyridones under Visible-Light-Promoted Photoredox Catalysis

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  • Atifah Najib
    Department of Applied Chemistry, Graduate School of Engineering, Osaka University (Miura Laboratory)
  • Tabuchi Sho
    Department of Applied Chemistry, Graduate School of Engineering, Osaka University (Miura Laboratory)
  • Hirano Koji
    Department of Applied Chemistry, Graduate School of Engineering, Osaka University (Miura Laboratory)
  • Miura Masahiro
    Department of Applied Chemistry, Graduate School of Engineering, Osaka University (Miura Laboratory)

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  • フォトレドックス触媒を用いる2-ピリドン類のC3位選択的直接アルキル化及びアリール化
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Abstract

2-Pyridones derivatives are of great interest in pharmaceutical and medicinal chemistry due to the compounds frequently found in biologically active molecules. Until recently, selective substitution reaction on various positions of 2-pyridones had successfully been reported. However, despite the relatively high electron density, the selective functionalization at the C3 position still remains a challenge. In this study, a new highly selective visible-light photoredox catalyst-mediated direct alkylation and arylation of 2-pyridones have been developed. Using iridium photocatalyst under mild conditions, 2-pyridones react smoothly with ethyl 2-bromo-2,2-difluoroacetate and diaryliodonium triflates to form the corresponding C3-alkylated and -arylated 2-pyridone products respectively.

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