School of Chemical Engineering and Light Industry, Guangdong University of Technology, Guangzhou 510006, P. R. China.
J Org Chem. 2023 Feb 17;88(4):2612-2620. doi: 10.1021/acs.joc.2c02766. Epub 2023 Feb 1.
An external photocatalyst-free benzylic C-H functionalization with fluorenones under visible-light irradiation has been achieved. This transformation provides an efficient synthetic approach to 9-benzylated fluorenols in ≤91% yield with 100% atom economy under mild conditions. Spectroscopic studies suggest that a reductive quenching of photoexcited fluorenones with toluene derivatives generates ketyl radicals and benzyl radicals, which undergo a cross-coupling to afford the desired fluorenols.
在可见光照射下，实现了一种无需外部光催化剂的芴酮参与的苄位 C-H 官能化反应。这种转化为在温和条件下以 100%的原子经济性、≤91%的收率得到 9-苄基芴醇提供了一种有效的合成方法。光谱研究表明，光激发芴酮与甲苯衍生物发生还原猝灭，生成酮基自由基和苄基自由基，它们发生交叉偶联，得到所需的芴醇。
