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2022 , Vol. 42 >Issue 10: 3398 - 3404

DOI: https://doi.org/10.6023/cjoc202207009

研究论文

电化学促进的五元芳香杂环与硫氰酸铵氧化交叉脱氢偶联反应

  • 李红霞 ,
  • 陈棚 ,
  • 伍智林 ,
  • 陆雨函 ,
  • 彭俊梅 ,
  • 陈锦杨 ,
  • 何卫民
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  • a 南华大学药学院 湖南衡阳 411201
    b 南华大学化学化工学院 湖南衡阳 411201

收稿日期: 2022-07-05

  修回日期: 2022-08-06

  网络出版日期: 2022-08-18

基金资助

湖南省自然科学基金(2021JJ40429); 湖南省教育厅科学研究(19B501)

收起

Electrochemical Oxidative Cross-Dehydrogenative Coupling of Five-Membered Aromatic Heterocycles with NH4SCN

  • Hongxia Li ,
  • Peng Chen ,
  • Zhilin Wu ,
  • Yuhan Lu ,
  • Junmei Peng ,
  • Jingyang Chen ,
  • Weimin He
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  • a School of Pharmaceutical Science, University of South China, Hengyang, Hunan 421001
    b School of Chemistry and Chemical Engineering, University of South China, Hengyang, Hunan 421001
* Corresponding authors. E-mail: ;
E-mail:

Received date: 2022-07-05

  Revised date: 2022-08-06

  Online published: 2022-08-18

Supported by

Natural Science Foundation of Hunan Province(2021JJ40429); Research Foundation of Education Bureau of Hunan Province(19B501)

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摘要

报道了一种无化学氧化剂、无外加电解质条件下电化学促进的五元芳香杂环化合物(吡唑、咪唑、呋喃和噻吩)与硫氰酸铵发生氧化交叉脱氢偶联反应合成硫氰基五元芳香杂环化合物的方法. 反应中, 硫氰酸铵发挥着电解质和硫氰化试剂的双重作用, 简化了反应体系.

关键词： 五元芳香杂环化合物; 电化学合成; 脱氢偶联反应; 双作用; 绿色化学

本文引用格式

李红霞 , 陈棚 , 伍智林 , 陆雨函 , 彭俊梅 , 陈锦杨 , 何卫民 . 电化学促进的五元芳香杂环与硫氰酸铵氧化交叉脱氢偶联反应[J]. 有机化学, 2022 , 42(10) : 3398 -3404 . DOI: 10.6023/cjoc202207009

Abstract

A practical method for the synthesis of various thiocyanated 5-membered aromatic heterocycles through electrochemical cross-coupling of heterocycles (pyrazoles, pyrroles, furans and thiophenes) with NH4SCN under chemical oxidant- and exogenous electrolyte-free conditions was developed. NH4SCN played dual roles of a supporting electrolyte and a thiocyanated reagent, and thus simplify the reaction system.

Key words： five-membered heterocycles; electrochemical synthesis; cross-dehydrogenative coupling reaction; dual roles; green chemistry

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