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Cu(II)-mediated Keto C(sp3)-H Bond α-Acyloxylation of N,N-dialkylamides with Aromatic Carboxylic Acid

Abstract

The selective oxidative coupling of the aromatic carboxylic acid with the Csp3-H bond adjacent to the keto group of the alkylamides has been developed by employing the cheaper copper source. This provides an efficient approach for synthesis of O-benzoylglycolamides. The protocol displayed good functional group tolerance. A broad range of the benzoic acid 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 the EPR experiments.

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Publication details

The article was received on 16 May 2017, accepted on 11 Jul 2017 and first published on 11 Jul 2017


Article type: Paper
DOI: 10.1039/C7OB01190C
Citation: Org. Biomol. Chem., 2017, Accepted Manuscript
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    Cu(II)-mediated Keto C(sp3)-H Bond α-Acyloxylation of N,N-dialkylamides with Aromatic Carboxylic Acid

    W. Li, C. Yin, X. Yang, H. Liu, X. Zheng, M. Yuan, R. li, H. Fu and H. Chen, Org. Biomol. Chem., 2017, Accepted Manuscript , DOI: 10.1039/C7OB01190C

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