Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (12): 4284-4289.DOI: 10.6023/cjoc202006030 Previous Articles     Next Articles


谢建伟a,b, 沈丽b, 张洁b, 龚绍峰a   

  1. a 湖南科技学院化学与生物工程学院 湖南永州 425199;
    b 石河子大学化学化工学院 新疆石河子 832003
  • 收稿日期:2020-06-17 修回日期:2020-07-13 发布日期:2020-08-01
  • 通讯作者: 谢建伟, 龚绍峰;
  • 基金资助:

Transition-Metal-Free Decarboxylative Amidation of Aryl α-Keto Acids with Diphenylphosphoryl Azide: New Avenue for the Preparation of Primary Aryl Amides

Xie Jianweia,b, Shen Lib, Zhang Jieb, Gong Shaofenga   

  1. a College of Chemistry and Bioengineering, Hunan University of Science and Engineering, Yongzhou, Hunan 425199;
    b School of Chemistry and Chemical Engineering, Shihezi University, Shihezi, Xinjiang 832003
  • Received:2020-06-17 Revised:2020-07-13 Published:2020-08-01
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. 21868032) and the Opening Foundation of Engineering Research Center of Materials-Oriented Chemical Engineering of Xinjiang Bingtuan (No. 2019BTRC001).

In this paper, a novel transition-metal-free decarboxylative amidation of aryl α-keto acids with diphenylphosphoryl azide (DPPA) under mild conditions has been developed. The reaction proceeded smoothly to afford the corresponding primary aryl amide products in good to excellent yields under air and showed excellent functional group tolerance. Gram-scale reaction was also performed to produce the desired product in high yield. In addition, the mechanism of the present reaction was investigated.

Key words: decarboxylative amidation, primary amides, diphenylphosphoryl azide, α-keto acids, transition-metal-free