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Catalytic TEMPO oxidation yields diketophenols from phenylalkynes, suggesting a green synthesis approach.
Herein, we report a catalytic 2,2,6,6‐tetramethylpiperidin‐1‐oxyl (TEMPO)‐mediated oxidation of 4‐hydroxyphenylalkynes under molecular oxygen, affording 4‐hydroxybenzil efficiently. Mechanistic studies suggest that TEMPO oxidizes the phenolic alkyne to a quinoethylene intermediate, which is further transformed into diketones in the presence of oxygen and/or water. This metal‐free protocol avoids stoichiometric strong oxidants, providing a green and operationally simple route to valuable diketone compounds.
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Zhong et al. (2026) studied this question.
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