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2021 , Vol. 41 >Issue 1: 171 - 184

DOI: https://doi.org/10.6023/cjoc202006064

综述与进展

非光催化与电化学体系下有机硫试剂参与的烯烃构建C—S键研究进展

  • 王柏文 ,
  • 周永军 ,
  • 罗时荷 ,
  • 罗晓燕 ,
  • 陈伟清 ,
  • 杨诗敏 ,
  • 汪朝阳
展开
  • a 华南师范大学化学学院 教育部环境理论化学重点实验室 广州市生物医药分析化学重点实验室 广州 510006
    b 华南理工大学 广东省功能分子工程重点实验室 广州 510640
* Corresponding authors. E-mail: ;

收稿日期: 2020-06-29

  修回日期: 2020-07-24

  网络出版日期: 2020-08-11

基金资助

广州市科技计划科学研究专项(201607010251); 广东省科技计划(2017A010103016); 广东省功能分子工程重点实验室开放课题(2017kf01)

收起

Research Progress in C—S Bond Formation Reaction of Olefins with Organic Sulfur Reagents under Photocatalyst-Free and Non-Electrochemical Conditions

  • Bowen Wang ,
  • Yongjun Zhou ,
  • Shihe Luo ,
  • Xiaoyan Luo ,
  • Weiqing Chen ,
  • Shimin Yang ,
  • Zhaoyang Wang
Expand
  • a Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education, Guangzhou Key Laboratory of Analytical Chemistry for Biomedicine, School of Chemistry, South China Normal University, Guangzhou 510006
    b Key Lab of Functional Molecular Engineering of Guangdong Province, South China University of Technology, Guangzhou 510640

Received date: 2020-06-29

  Revised date: 2020-07-24

  Online published: 2020-08-11

Supported by

the Science and Technology Project Scientific Special of Guangzhou City(201607010251); the Guangdong Provincial Science and Technology Project(2017A010103016); the Open Fund of the Key Laboratory of Functional Molecular Engineering of Guangdong Province(2017kf01)

Fold

摘要

烯烃是重要的合成子, 其简洁高效的合成转化一直是有机合成领域的研究热点. 近年来, 基于烯烃骨架的C—S键成键反应特别受科学家的关注. 烯烃可以与常见的有机含硫试剂(包括硫醇或硫酚、二硫醚、亚砜、磺酰肼、磺酰氯和亚磺酸钠等)反应, 在烯烃的 α-位或者 β-位构筑C—S键来合成硫醚、亚砜或砜类化合物. 鉴于此, 以有机硫试剂的种类为分类依据, 综述了近年来非光催化与电化学体系下有机硫试剂参与的烯烃构建C—S反应的相关研究. 展望未来, 在烯烃与有机硫试剂的C—S成键反应研究中, 双官能团化反应和不对称催化合成具有较好的应用前景.

关键词： 烯烃; C—S键构建; 硫醇; 亚磺酸钠; 芳基乙烯; 硫醚化反应; 双官能团化反应

本文引用格式

王柏文 , 周永军 , 罗时荷 , 罗晓燕 , 陈伟清 , 杨诗敏 , 汪朝阳 . 非光催化与电化学体系下有机硫试剂参与的烯烃构建C—S键研究进展[J]. 有机化学, 2021 , 41(1) : 171 -184 . DOI: 10.6023/cjoc202006064

Abstract

Olefin is an important synthetic synthon, and its concise and efficient transformation has been a research hotspot in the field of organic synthesis. In recent years, the C—S bond formation based on the olefin skeleton has received particular attention from scientists. Alkenes can react with common organic sulfur-containing reagents, including thiol, disulfide, sulfoxide, sulfonyl hydrazide, sulfonyl chloride, sodium sulfinate and other kinds of organosulfur reagents to build C—S bonds at the α-position or β-position of olefin to synthesize sulfide, sulfoxide or sulfone. Thus, according to the different classification of the used organosulfur reagents, the recent research progresses in C—S bond formation reaction of olefins with organic sulfur reagents under photocatalyst-free conditions and non-electrochemical method is summarized. In the future, among the researches on the C—S bond formation reactions of olefins with inexpensive organosulfur reagents, asymmetrical synthesis and various difunctionalizations are still promising directions.

Key words： alkene; C—S bond formation reaction; thiol; sodium sulfinate; aryl ethylene; thioetherification; difunctionalization

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