Metal-Free C(sp3)–H Amination of 2-Oxindoles in Water: Facile Synthesis of 3-Substituted 3-Aminooxindoles,ACS Sustainable Chemistry & Engineering

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Metal-Free C(sp3)–H Amination of 2-Oxindoles in Water: Facile Synthesis of 3-Substituted 3-Aminooxindoles
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2018-03-20 00:00:00 , DOI: 10.1021/acssuschemeng.8b00641
Wen-Ting Wei ₁ , Wen-Ming Zhu ₁ , Wen-Hui Bao ₁ , Wei-Ting Chen ₁ , Yi-Ling Huang ₁ , Le-Han Gao ₁ , Xu-Dong Xu ₁ , Yi-Ning Wang ₁ , Gan-Ping Chen ₁

Affiliation

A novel metal-free C(sp³)–H amination of 2-oxindoles with alkylamines to afford C–N coupling products under mild conditions has been exploited. A series of 3-substituted 2-oxindoles and primary/secondary amines substrates were found to be well tolerated, affording the corresponding 3-substituted 3-aminooxindoles in 43%–92% yields. This method uses the economical and environmentally friendly “I₂–TBHP” system, and the mechanistic studies revealed that the procedure undergoes through a radical pathway.

中文翻译：

水中的2-Oxindoles的无金属C（sp ³）-H胺化：3-取代的3-Aminooxindoles的简便合成

已经开发了一种新型的无金属的2-氧吲哚与烷基胺的C（sp ³）-H胺化反应，可在温和的条件下提供C-N偶联产物。发现一系列3-取代的2-氧吲哚和伯/仲胺底物具有良好的耐受性，以43％至92％的收率提供相应的3-取代的3-氨基羟吲哚。该方法使用了经济且环保的“ I ₂ -TBHP”系统，并且机理研究表明该过程是通过一个根本途径进行的。

更新日期：2018-03-20

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