Selective Carbon-Carbon Bond Amination with Redox-Active Aminating Reagents: A Direct Approach to Anilines†,Chinese Journal of Chemistry

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Selective Carbon-Carbon Bond Amination with Redox-Active Aminating Reagents: A Direct Approach to Anilines†
Chinese Journal of Chemistry ( IF 5.5 ) Pub Date : 2021-07-28 , DOI: 10.1002/cjoc.202100430
Xu Qiu ₁ , Yachong Wang ₁ , Lingyu Su ₁ , Rui Jin _{1,

2} , Song Song ₁ , Qixue Qin ₁ , Junhua Li ₁ , Baoning Zong ₂ , Ning Jiao _{1,

3}

Affiliation

Amines are among the most fundamental motifs in chemical synthesis, and the introduction of amine building blocks via selective C—C bond cleavage allows the construction of nitrogen compounds from simple hydrocarbons through direct skeleton modification. Herein, we report a novel method for the preparation of anilines from alkylarenes via Schmidt-type rearrangement using redox-active amination reagents, which are easily prepared from hydroxylamine. Primary amines and secondary amines were prepared from corresponding alkylarenes or benzyl alcohols under mild conditions. Good compatibility and valuable applications of the transformation were also displayed.

中文翻译：

使用氧化还原活性胺化试剂进行选择性碳-碳键胺化：苯胺的直接方法†

胺是化学合成中最基本的基序之一，通过选择性 C-C 键裂解引入胺结构单元可以通过直接骨架修饰从简单的碳氢化合物中构建含氮化合物。在此，我们报告了一种使用氧化还原活性胺化试剂通过施密特型重排从烷基芳烃制备苯胺的新方法，该试剂很容易从羟胺中制备。在温和条件下，由相应的烷基芳烃或苯甲醇制备伯胺和仲胺。也展示了改造的良好兼容性和有价值的应用。

更新日期：2021-07-28

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