Oxidation of o-dioxime by (diacetoxyiodo)benzene: green and mild access to furoxans,New Journal of Chemistry

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Oxidation of o-dioxime by (diacetoxyiodo)benzene: green and mild access to furoxans
New Journal of Chemistry ( IF 2.7 ) Pub Date : 2021-12-20 , DOI: 10.1039/d1nj05510k
Qi Zhang _{1,

2} , Cheng Zhao _{1,

2} , Xun Zhang _{1,

2} , Chunlin He _{1,

2,

3,

4,

5} , Siping Pang _{1,

3}

Affiliation

Furoxan has been widely used in the field of high energy density materials because of its excellent properties such as high density, high standard enthalpy of formation and high nitrogen content. However, its existing synthesis methods are still restricted by the problems of difficult substrate preparation and manual handling of hazardous reagents. Herein, we disclosed a mild oxidation strategy to efficiently obtain furoxan derivatives starting from readily available o-dioxime substrates. This reaction features high functional group tolerance and easy scale-up, and has excellent regioselectivity for specific nonsymmetric o-dioximes. This method greatly reduces the safety risk and simplifies the operation process, and means that diversified furoxan derivatives can be easily accessed, thus paving the way for the wide application of furoxan derivatives.

中文翻译：

（二乙酰氧基碘）苯氧化邻二肟：绿色温和地获得呋喃

Furoxan因其高密度、高标准生成焓和高含氮量等优异性能而被广泛应用于高能密度材料领域。然而，其现有的合成方法仍受到底物制备困难和危险试剂人工操作等问题的限制。在这里，我们公开了一种温和的氧化策略，以从容易获得的邻二肟底物开始有效地获得呋喃衍生物。该反应具有高官能团耐受性和易于放大的特点，对特定的非对称o具有优异的区域选择性-二肟。该方法大大降低了安全风险，简化了操作流程，意味着可以轻松获取多样化的呋喃衍生物，为呋喃衍生物的广泛应用铺平了道路。

更新日期：2022-01-11

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