Cu(II)-Mediated keto C(sp3)–H bond α-acyloxylation of N,N-dialkylamides with aromatic carboxylic acids,Organic & Biomolecular Chemistry

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Cu(II)-Mediated keto C(sp3)–H bond α-acyloxylation of N,N-dialkylamides with aromatic carboxylic acids
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2017-07-11 00:00:00 , DOI: 10.1039/c7ob01190c
Wenjing Li _{1,

2,

3,

4,

5} , Changzhen Yin _{1,

2,

3,

4,

5} , Xiao Yang _{1,

2,

3,

4,

5} , Hailong Liu _{1,

2,

3,

4,

5} , Xueli Zheng _{1,

2,

3,

4,

5} , Maolin Yuan _{1,

2,

3,

4,

5} , Ruixiang Li _{1,

2,

3,

4,

5} , Haiyan Fu _{1,

2,

3,

4,

5} , Hua Chen _{1,

2,

3,

4,

5}

Affiliation

The selective oxidative coupling of aromatic carboxylic acids with the C(sp³)–H bond adjacent to the keto group of alkylamides has been developed by employing a low cost copper source. This provides an efficient approach for synthesis of O-benzoylglycolamides. The protocol displayed good functional group tolerance. A broad range of benzoic acids directly coupled with alkylamides to afford a variety of O-benzoylglycolamides in moderate to good yields. In addition, a reasonable radical mechanism was proposed based on EPR experiments.

中文翻译：

Cu（II）介导的N，N-二烷基酰胺与芳族羧酸的酮C（sp ³）-H键的α-酰氧基化

通过使用低成本的铜源，已开发出芳香羧酸与邻近烷基酰胺酮基的C（sp ³）-H键的选择性氧化偶联。这提供了合成O-苯甲酰基甘醇酰胺的有效方法。该协议显示出良好的功能组耐受性。大量的苯甲酸直接与烷基酰胺偶联，以中等到良好的产率提供了各种O-苯甲酰基甘醇酰胺。另外，在EPR实验的基础上，提出了一种合理的自由基机理。

更新日期：2017-09-20

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