A facile hydroxylation of arylboronic acids mediated by sodium ascorbate†,Organic Chemistry Frontiers

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A facile hydroxylation of arylboronic acids mediated by sodium ascorbate†
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2018-02-21 00:00:00 , DOI: 10.1039/c8qo00061a
Andrea Gualandi _{1,

2,

3,

4} , Andrea Savoini _{1,

2,

3,

4} , Roberto Saporetti _{1,

2,

3,

4} , Paola Franchi _{1,

2,

3,

4} , Marco Lucarini _{1,

2,

3,

4} , Pier Giorgio Cozzi _{1,

2,

3,

4}

Affiliation

A simple, direct and facile hydroxylation of arylboronic acids has been described. The reaction is carried out under air, in an open flask, using 2 equivalents of sodium ascorbate. A variety of arylboronic acids can be transformed into the corresponding phenols in excellent to moderate isolated yields. The reaction tolerated the presence of functional groups, and molecules that are readily oxidized by H₂O₂ can be present in the reaction mixture. This green methodology avoids the use of photoredox conditions, transition metals, or other strong oxidants.

中文翻译：

抗坏血酸钠介导的芳基硼酸的轻度羟基化†

已经描述了芳基硼酸的简单，直接和容易的羟基化。该反应在空气中，在开放烧瓶中使用2当量的抗坏血酸钠进行。各种芳基硼酸都可以优良的分离率转化为相应的苯酚。该反应容许官能团的存在，并且容易被H ₂ O ₂氧化的分子可以存在于反应混合物中。这种绿色方法避免了使用光氧化还原条件，过渡金属或其他强氧化剂。

更新日期：2018-02-21

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