Photocatalyst-Free, Visible-Light-Mediated C-H Perfluoroalkylation of Quinazolin-4(3 H )-ones with perfluoroalkyl Iodides

SYNTHESIS-STUTTGART(2023)

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摘要
A practical and sustainable photocatalyst-free protocol for photoinduced synthesis of perfluoroalkylated quinazolin-4(3H)-ones is described starting from quinazolin-4(3H)-ones. A wide range of substituted or fused-quinazolinones is found to be compatible, providing the corresponding mono-and bis-perfluoroalkylated compounds in moderate yields. This visible-light-mediated C-H perfluoroalkylation allows an environmentally friendly and straightforward access to an array of unprecedented functionalized quinazolinone scaffolds, presenting attractive features for drug discovery. Control experiments demonstrated that a radical mechanism is involved in the reaction mechanism.
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关键词
visible light, perfluoroalkylation, quinazolin-4(3 H )-ones, thiazoloquinazolinone, C-H functionalization, metal-free
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