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Autocatalytic aerobic ipso-hydroxylation of arylboronic acid with Hantzsch ester and Hantzsch pyridine
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2022-06-21 , DOI: 10.1039/d2qo00618a
Chi-Hang Fan 1 , Tianyue Xu 1 , Zhihai Ke 2 , Ying-Yeung Yeung 1
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Hantzsch esters are very useful hydrogen and electron donors that have been applied in many reactions. After the reactions, aromatic Hantzsch pyridines are generated as the by-products and their roles are commonly ignored. Herein, we report the use of Hantzsch pyridine as a promoter to activate Hantzsch ester in the generation of the hydrogen peroxy radical, which is useful for the ipso-hydroxylation of arylboronic acids to give phenols. The reaction does not require an external catalyst or light. The conditions are mild and highly compatible with different functional groups.

中文翻译:

芳基硼酸与 Hantzsch 酯和 Hantzsch 吡啶的自催化需氧异羟基化

Hantzsch 酯是非常有用的氢和电子供体,已在许多反应中得到应用。反应后,会生成芳香族 Hantzsch 吡啶作为副产物,它们的作用通常被忽略。在此,我们报告了使用 Hantzsch 吡啶作为促进剂来激活 Hantzsch 酯以产生氢过氧自由基,这可用于芳基硼酸的ipso -羟基化以产生酚类。该反应不需要外部催化剂或光。条件温和,与不同官能团高度相容。
更新日期:2022-06-21
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