Catalyst-free, visible-light-promoted S-H insertion reaction between thiols and α-diazoesters

被引:29
|
作者
Yang, Jingya [1 ]
Wang, Ganggang [1 ]
Chen, Shuwen [1 ]
Ma, Ben [1 ]
Zhou, Hongyan [1 ,2 ]
Song, Menghui [1 ]
Liu, Cai [1 ]
Huo, Congde [1 ]
机构
[1] Northwest Normal Univ, Coll Chem & Chem Engn, Lanzhou 730070, Peoples R China
[2] Gansu Agr Univ, Coll Sci, Lanzhou 730070, Peoples R China
基金
中国国家自然科学基金;
关键词
BOND FORMATION; DIAZO-COMPOUNDS; C-S; ETHYL DIAZOACETATE; CARBENE-TRANSFER; N-H; METAL; FUNCTIONALIZATION; ACTIVATION; THIOETHERS;
D O I
10.1039/d0ob02006k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A visible-light-promoted S-H insertion reaction between thiols and alpha -diazoesters was developed. The reaction proceeded smoothly at room temperature with a broad substrate scope, affording various thioethers in moderate to excellent yields. The catalyst- and additive-free nature, sustainable energy source and mild reaction conditions make this strategy more eco-friendly.
引用
收藏
页码:9494 / 9498
页数:5
相关论文
共 50 条
  • [1] Visible-Light-Promoted, Catalyst-Free Gomberg-Bachmann Reaction: Synthesis of Biaryls
    Lee, Juyoung
    Hong, Boseok
    Lee, Anna
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (14): : 9297 - 9306
  • [2] Borane-catalysed S-H insertion reaction of thiophenols and thiols with α-aryl-α-diazoesters
    Dong, Kexin
    Liu, Xun-Shen
    Wei, Xiaoyan
    Zhao, Yuting
    Liu, Lu
    GREEN SYNTHESIS AND CATALYSIS, 2021, 2 (04): : 385 - 388
  • [3] Visible-light-promoted sulfenylation of 6-aminouracils under catalyst-free conditions
    Saikia, B. Shriya
    Borpatra, Paran J.
    Rahman, Iftakur
    Deb, Mohit L.
    Baruah, Pranjal K.
    NEW JOURNAL OF CHEMISTRY, 2022, 46 (34) : 16523 - 16529
  • [4] Visible-Light-Promoted Aerobic Oxyphosphorylation of α-Diazoesters with H-Phosphine Oxides
    Zhou, Hongyan
    Wang, Ganggang
    Wang, Cunhui
    Yang, Jingya
    ORGANIC LETTERS, 2022, 24 (07) : 1530 - 1535
  • [5] Visible-Light-Promoted Catalyst-Free Oxyarylation and Hydroarylation of Alkenes with Carbon Dioxide Radical Anion
    Hou, Jing
    Hua, Li-Li
    Huang, Yan
    Zhan, Le-Wu
    Li, Bin-Dong
    CHEMISTRY-AN ASIAN JOURNAL, 2023, 18 (01)
  • [6] Catalyst-free photoarylation reactions promoted by visible light
    Braga, Felipe C.
    Martins, Guilherme M.
    Franco, Marcelo S.
    Belli, Luiz P. A.
    de Oliveira, Kleber T.
    de Assis, Francisco F.
    ORGANIC CHEMISTRY FRONTIERS, 2024, 11 (04) : 1251 - 1275
  • [7] Visible-light-promoted synthesis of phenanthridines via an intermolecular isocyanide insertion reaction
    Zhou, Hui
    Deng, Xin Zhao
    Zhang, Ai Hua
    Tan, Ren Xiang
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (44) : 10407 - 10414
  • [8] Catalyst-free and visible light promoted trifluoromethylation and perfluoroalkylation of uracils and cytosines
    Huang, Yang
    Lei, Yun-Yun
    Zhao, Liang
    Gu, Jiwei
    Yao, Qiuli
    Wang, Ze
    Li, Xiao-Fei
    Zhang, Xingang
    He, Chun-Yang
    CHEMICAL COMMUNICATIONS, 2018, 54 (97) : 13662 - 13665
  • [9] Visible-Light Promoted Catalyst-Free Imidation of Arenes and Heteroarenes
    Song, Lu
    Zhang, Long
    Luo, Sanzhong
    Cheng, Jin-Pei
    CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (44) : 14231 - 14234
  • [10] A New Approach to the S-H Insertion Reaction of a-Keto Esters and Thiols
    Fu, Kai
    Tian, Kaixin
    Zhang, Zhenguo
    Guo, Jingjing
    Yuan, Changchun
    SYNLETT, 2023, 34 (15) : 1791 - 1794