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2023 , Vol. 43 >Issue 8: 2800 - 2807

DOI: https://doi.org/10.6023/cjoc202302008

研究论文

水相中抗坏血酸钠促进铁催化合成含硫芳香伯胺化合物

  • 陈乡萍 ,
  • 孟晨湘 ,
  • 李梦娜 ,
  • 楚尚敏 ,
  • 朱欣欣 ,
  • 许凯 ,
  • 刘澜涛 ,
  • 王涛 ,
  • 张凤华 ,
  • 李飞
展开
  • a 辽宁石油化工大学石油化工学院 辽宁抚顺 113001
    b 商丘师范学院化学化工学院 药物绿色合成河南省工程实验室 河南商丘 476000
    c 郑州大学化学学院 郑州 450001

收稿日期: 2023-02-09

  修回日期: 2023-04-09

  网络出版日期: 2023-04-26

基金资助

国家自然科学基金(21572126); 国家自然科学基金(21202095); 河南省科技创新团队建设计划(C20150030); 河南省高校科技创新人才支持计划(184100510011); 河南省自然科学基金(212300410379); 河南省科技攻关项目(192102110222); 河南省高等学校青年骨干教师培养计划(2021GGJS136); 河南省商丘市人才支持计划领军人才(SQRC202212004)

收起

Fe-Catalyzed Synthesis of Sulfide-Based Aromatic Primary Amines in Water Promoted by Sodium-Ascorbate

  • Xiangping Chen ,
  • Chenxiang Meng ,
  • Mengna Li ,
  • Shangmin Chu ,
  • Xinxin Zhu ,
  • Kai Xu ,
  • Lantao Liu ,
  • Tao Wang ,
  • Fenghua Zhang ,
  • Fei Li
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  • a College of Petrochemical Engineering, Liaoning Petrochemical University, Fushun, Liaoning 113001
    b Henan Engineering Laboratory of Green Synthesis for Pharmaceuticals, College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu, Henan 476000
    c College of Chemistry, Zhengzhou University, Zhengzhou 450001
*E-mail: ;
;

Received date: 2023-02-09

  Revised date: 2023-04-09

  Online published: 2023-04-26

Supported by

The National Natural Science Foundation of China(21572126); The National Natural Science Foundation of China(21202095); The Technicians Troop Construction Projects of Henan Province(C20150030); The Program of Science and Technology Innovation Talents of Henan Province(184100510011); The Natural Science Foundation of Henan Province(212300410379); The Key Scientific, Technological Project of Henan Province(192102110222); The Young Core Instructor Project from the Higher Education Institutions of Henan Province(2021GGJS136); The Leading Talent Funding Project of Shangqiu Talent Support Plan in Henan Province(SQRC202212004)

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摘要

水相中在抗坏血酸钠的促进下, 铁催化硝基取代的芳基氟代物与硫酚合成含硫芳香伯胺化合物. 该方法可构建C—S键并原位还原硝基. 这种水相中“一锅”两步反应的显著特点包括直接使用毒性较低的铁催化剂和天然存在的抗坏血酸钠添加剂, 得到中等至优秀的收率, 表现出良好的官能团耐受性以及可扩量能力.

关键词： 水相反应; 还原反应; 铁; 催化; 芳香伯胺

本文引用格式

陈乡萍 , 孟晨湘 , 李梦娜 , 楚尚敏 , 朱欣欣 , 许凯 , 刘澜涛 , 王涛 , 张凤华 , 李飞 . 水相中抗坏血酸钠促进铁催化合成含硫芳香伯胺化合物[J]. 有机化学, 2023 , 43(8) : 2800 -2807 . DOI: 10.6023/cjoc202302008

Abstract

A practical method for Fe-catalyzed and sodium-ascorbate-promoted synthesis of sulfide-based aromatic primary amines in water from nitroaryl fluorides and thiols has been established. This protocol enables the construction of C—S bonds and the reduction of nitro groups in situ. The remarkable features of this one-pot two-step reaction in water include the direct usage of both a less toxic iron catalyst and naturally occurring sodium-ascorbate as the additive, mostly decent to excellent yields, good functional group tolerance as well as the ability to be scaled up.

Key words： aqueous phase reaction; reduction reaction; iron; catalysis; aromatic primary amine

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