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Chinese Journal of Organic Chemistry >

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

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

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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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

Cite this article

Xiangping Chen , Chenxiang Meng , Mengna Li , Shangmin Chu , Xinxin Zhu , Kai Xu , Lantao Liu , Tao Wang , Fenghua Zhang , Fei Li . Fe-Catalyzed Synthesis of Sulfide-Based Aromatic Primary Amines in Water Promoted by Sodium-Ascorbate[J]. Chinese Journal of Organic Chemistry, 2023 , 43(8) : 2800 -2807 . DOI: 10.6023/cjoc202302008

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