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Access of arylmethanes via iridium-catalyzed deoxygenative cross-coupling of aryl ketones with anilines/phenols
Journal of Catalysis ( IF 7.3 ) Pub Date : 2024-04-11 , DOI: 10.1016/j.jcat.2024.115492
Lu Ouyang , Yuqiu Liang , Sen Wang , Jianhua Liao , Renshi Luo

Construction of arylmethanes is one of the forefronts and significant subjects in the field of organic synthesis due to the prevalence of this motifs in pharmaceuticals and biological compounds. Herein, an iridium-catalyzed deoxygenative cross-coupling of aryl ketones with anilines/phenols was established to synthesize diverse collections of arylmethanes. This process generates benzyl carbocationic intermediates from a wide range of aryl ketones, which were captured with anilines/phenols to access the corresponding arylmethanes under mild conditions. The fluorene compounds were also successfully afforded using -substituted aryl ketones as inputs via intermolecular deoxygenative cross-coupling. This method is viable for applications in cross-coupling of complex bioactive molecules and drugs by this iridium-catalyzed deoxygenative cross-coupling process.

中文翻译:

通过铱催化芳基酮与苯胺/酚的脱氧交叉偶联获得芳基甲烷

由于芳基甲烷在药物和生物化合物中的普遍存在,芳基甲烷的构建是有机合成领域的前沿和重要课题之一。在此,建立了芳基酮与苯胺/酚的铱催化脱氧交叉偶联,以合成多种芳基甲烷。该过程从多种芳基酮中生成苄基碳阳离子中间体,用苯胺/酚捕获这些中间体,在温和条件下获得相应的芳基甲烷。使用-取代的芳基酮作为输入,通过分子间脱氧交叉偶联也成功地提供了芴化合物。该方法可通过铱催化的脱氧交叉偶联过程应用于复杂生物活性分子和药物的交叉偶联。
更新日期:2024-04-11
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