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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
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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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