C70 Fullerene‐Catalyzed Metal‐Free Photocatalytic ipso‐Hydroxylation of Aryl Boronic Acids: Synthesis of Phenols,Advanced Synthesis & Catalysis

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C70 Fullerene‐Catalyzed Metal‐Free Photocatalytic ipso‐Hydroxylation of Aryl Boronic Acids: Synthesis of Phenols
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2018-03-30 , DOI: 10.1002/adsc.201701573
Inder Kumar _{1,

2} , Ritika Sharma _{1,

2} , Rakesh Kumar _{1,

2} , Rakesh Kumar _{1,

3} , Upendra Sharma _{1,

2}

Affiliation

A metal‐free C₇₀ fullerene‐catalyzed method has been developed for the ipso‐hydroxylation of aryl and heteroaryl boronic acids to corresponding phenols under photocatalytic conditions. The reaction proceeds under oxygen atmosphere and the mechanistic study revealed that C₇₀ plays a critical role in the generation of reactive oxygen species in the presence of blue light. Reactions in the presence of ¹⁸O‐labelled water and oxygen confirmed the generation of reactive oxygen species from oxygen molecule. Amine used as a reductant could be recovered in the form of imine. The current method is also applicable to the synthesis of aryl ethers in one‐pot two‐step process.

中文翻译：

C70富勒烯催化的芳基硼酸的无金属光催化ipso-羟基氧化：苯酚的合成

已开发出一种无金属的C ₇₀富勒烯催化方法，用于在光催化条件下将芳基和杂芳基硼酸进行ipso羟基化为相应的苯酚。反应在氧气气氛下进行，机理研究表明，在存在蓝光的情况下，C ₇₀在活性氧的生成中起关键作用。在^18个O标记的水和氧气的存在下的反应证实了由氧分子产生的活性氧种类。用作还原剂的胺可以亚胺的形式回收。目前的方法也适用于一锅两步法合成芳基醚。

更新日期：2018-03-30

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