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Syntheses of diarylmethanes via an oxidative benzylic functionalization of p-alkyl phenol derivatives under quaternary ammonium hypoiodite catalysis
Chemistry - A European Journal ( IF 3.9 ) Pub Date : 2024-07-25 , DOI: 10.1002/chem.202402528
David Pollheimer, Christopher Mairhofer, Mario Waser

We herein report two strategies for the quaternary ammonium hypoiodite-mediated oxidative benzylic functionalization of p-alkyl phenol derivatives. By using either dibenzoylperoxide or H2O2 in hexafluoroisopropanol in the presence of tetrabutyl ammonium iodide gives access to activated intermediates which can then be coupled with electron-rich aromatic compounds. Overall, this sequential two-step one-pot procedure gives access to diversely decorated diarylmethane derivatives straightforwardly. Furthermore, the suitability of these products to undergo further oxidation reactions was successfully demonstrated.

中文翻译:


次碘季铵催化下对烷基苯酚衍生物氧化苄基官能化合成二芳基甲烷



我们在此报告了季铵次碘酸盐介导的对烷基苯酚衍生物的氧化苄基官能化的两种策略。通过在四丁基碘化铵存在下,在六氟异丙醇中使用过氧化二苯甲酰或 H2O2,可以获得活化的中间体,然后该中间体可以与富电子芳香族化合物偶联。总体而言,这种连续的两步一锅法可以直接获得多种修饰的二芳基甲烷衍生物。此外,成功证明了这些产品进行进一步氧化反应的适用性。
更新日期:2024-07-26
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