脱氢
充氧
化学
催化作用
氧化磷酸化
分子
氧气
组合化学
有机化学
生物化学
生态学
生物
作者
Tao Shen,Yi-Lun Li,Ke‐Yin Ye,Tristan H. Lambert
出处
期刊:Nature
[Springer Nature]
日期:2022-12-06
卷期号:614 (7947): 275-280
被引量:38
标识
DOI:10.1038/s41586-022-05608-x
摘要
Oxygen-containing functional groups are nearly ubiquitous in complex small molecules. The installation of multiple C-O bonds by the concurrent oxygenation of contiguous C-H bonds in a selective fashion would be highly desirable but has largely been the purview of biosynthesis. Multiple, concurrent C-H bond oxygenation reactions by synthetic means presents a challenge1-6, particularly because of the risk of overoxidation. Here we report the selective oxygenation of two or three contiguous C-H bonds by dehydrogenation and oxygenation, enabling the conversion of simple alkylarenes or trifluoroacetamides to their corresponding di- or triacetoxylates. The method achieves such transformations by the repeated operation of a potent oxidative catalyst, but under conditions that are sufficiently selective to avoid destructive overoxidation. These reactions are achieved using electrophotocatalysis7, a process that harnesses the energy of both light and electricity to promote chemical reactions. Notably, the judicious choice of acid allows for the selective synthesis of either di- or trioxygenated products.
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