Journal
HETEROCYCLES
Volume 92, Issue 7, Pages 1187-1203Publisher
Japan Inst Heterocyclic Chemistry
DOI: 10.3987/COM-16-13459
Keywords
Pyridone; Photoredox Catalysis; Alkylation Reaction; Arylation Reaction
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Funding
- JSPS KAKENHI Grant [15K13696, 15H05485, 24225002]
- Grants-in-Aid for Scientific Research [15K13696, 15H05485] Funding Source: KAKEN
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An Ir photoredox catalyst-mediated highly site-selective direct alkylation and arylation of 2-pyridones has been developed. Under visible-light-promoted conditions, ethyl 2-bromo-2,2-difluoroacetate couples with various 2-pyridones exclusively at the C3 position. A similar photoredox catalysis is also effective for the direct C3-arylation with diaryliodonium triflates. Thus, these reactions occurs under very mild conditions (blue LEDs irradiation and ambient temperature) to form the corresponding C3-alkylated and arylated 2-pyridones of potential interest in medicinal and pharmaceutical chemistry.
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