External Oxidant‐Free Regioselective Cross Dehydrogenative Coupling of 2‐Arylimidazoheterocycles and Azoles with H2 Evolution via Photoredox Catalysis,Advanced Synthesis & Catalysis

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External Oxidant‐Free Regioselective Cross Dehydrogenative Coupling of 2‐Arylimidazoheterocycles and Azoles with H2 Evolution via Photoredox Catalysis
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2018-07-11 , DOI: 10.1002/adsc.201800531
Hong Chen ₁ , Hong Yi ₁ , Zilu Tang ₁ , Changliang Bian ₁ , Heng Zhang ₁ , Aiwen Lei _{1,

2}

Affiliation

In this work, we achieved a site‐selective amination of 2‐arylimidazoheterocycles on the C3 position using photo‐induced external oxidant‐free strategy. The C−N bond formation with H₂ evolution was realized via the oxidative C−H/N−H coupling. This protocol may have significant implications in the late‐modification of complicated drug molecules. In addition, we also used CV and DFT calculations to study the mechanism, which showed that the arene radical cation played an important role in accelerating the C−H amination process.

中文翻译：

通过光氧化还原催化反应生成的H2-析出的2-Arylimidazoazocyclocycles和azoles的外部无氧化剂区域选择性交叉脱氢偶联

在这项工作中，我们使用光诱导的无外部氧化剂策略在C3位置实现了2芳基咪唑杂环的位点选择性胺化。通过氧化CHH / NH偶联实现了具有H ₂析出的CN键的形成。该协议可能对复杂药物分子的后期修饰具有重大意义。此外，我们还使用CV和DFT计算来研究机理，这表明芳烃自由基阳离子在促进CH氨基化过程中起着重要作用。

更新日期：2018-07-11

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