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 31 条
  • [1] 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
  • [2] 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
  • [3] Scope and Mechanism of Iridium Porphyrin-Catalyzed S-H Insertion Reactions between Thiols and Diazo Esters
    Dairo, Taiwo O.
    Woo, L. Keith
    ORGANOMETALLICS, 2017, 36 (04) : 927 - 934
  • [4] 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
  • [5] 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
  • [6] 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
  • [7] Solvent-free, B(C6F5)3-Catalyzed S-H Insertion of Thiophenols and Thiols with α-Diazoesters
    Wang, Peng
    Gong, Yulin
    Wang, Xiaoyu
    Ren, Yangqing
    Wang, Lei
    Zhai, Lele
    Li, Huilin
    She, Xuegong
    CHEMISTRY-AN ASIAN JOURNAL, 2022, 17 (16)
  • [8] Visible-Light-Promoted Radical C-H Trifluoromethylation of Free Anilines
    Xie, Jin
    Yuan, Xiangai
    Abdukader, Ablimit
    Zhu, Chengjian
    Ma, Jing
    ORGANIC LETTERS, 2014, 16 (06) : 1768 - 1771
  • [9] Photocatalyst-Free Visible-Light-Promoted C(sp2)-S Coupling: A Strategy for the Preparation of S-Aryl Dithiocarbamates
    Li, Guoqing
    Yan, Qiuli
    Gan, Ziyu
    Li, Qin
    Dou, Xiaomeng
    Yang, Daoshan
    ORGANIC LETTERS, 2019, 21 (19) : 7938 - 7942
  • [10] Visible-Light-Promoted Metal-Free C-H Trifluoromethylation of Imidazopyridines
    Mi, Xia
    Kong, Yuanfang
    Yang, Huaixia
    Zhang, Jingyu
    Pi, Chao
    Cui, Xiuling
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (08) : 1019 - 1022