Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (7): 2735-2742.DOI: 10.6023/cjoc202012051 Previous Articles     Next Articles

ARTICLES

苯亚磺酸钠和叔胺电化学耦合生成β-氨基乙烯砜

熊云奎a,b,*(), 张健叶a, 申裙b, 黄嘉宇b, 王涛a,b,*()   

  1. a 江西师范大学 国家单糖化学合成工程技术研究中心 南昌 330022
    b 江西师范大学化学化工学院 南昌 330022
  • 收稿日期:2020-12-30 修回日期:2021-03-07 发布日期:2021-04-16
  • 通讯作者: 熊云奎, 王涛

Electrochemical Coupling of the Sulfonic Acid Sodium and Tertiary Amines for the Synthesis ofβ-Amidovinyl Sulfones

Yunkui Xionga,b(), Jianye Zhanga, Qun Shenb, Jiayu Huangb, Tao Wanga,b()   

  1. a National Research Center for Carbohydrate Synthesis, Jiangxi Province Key Laboratory of Chemical Biology,Jiangxi Normal University, Nanchang 330022
    b College of Chemistry and Chemical Engineering, Jiangxi Normal university, Nanchang 330022
  • Received:2020-12-30 Revised:2021-03-07 Published:2021-04-16
  • Contact: Yunkui Xiong, Tao Wang

β-Amido sulfone motif reprents a particularly useful scaffold for the biologically active molecules. The hydrogenation ofβ-amidovinyl sulfon is an alternative method to synthesizeβ-amido sulfone. Herein, one electrochemical method to synthesizeβ-amido sulfone using sodium sulfites and tertiary amines as substrates is presented. OnlyE-configurations ofβ-amidovinyl sulfonyl were synthesized under metal catalyst- and oxidant-free condition. Cyclic voltammetry (CV) and control experiments indicate that this electrosynthesis reaction goes through a radical process which the sulfonyl radical adds to enamine to form the carbon radical.

Key words: β-amido sulfone, β-amidovinyl sulfon, sodium sulfites, tertiary amines