Scalable electrochemical oxidant-and metal-free dehydrogenative coupling of S-H/N-H

被引:36
|
作者
Tang, Shanyu [1 ]
Liu, Yan [2 ]
Li, Longjia [1 ]
Ren, Xuanhe [1 ]
Li, Jiao [1 ]
Yang, Guanyu [1 ]
Li, Heng [1 ]
Yuan, Bingxin [1 ]
机构
[1] Zhengzhou Univ, Dept Chem & Mol Engn, Zhengzhou 450001, Henan, Peoples R China
[2] Zhengzhou Univ, Sch Life Sci, Zhengzhou 450001, Henan, Peoples R China
基金
中国国家自然科学基金;
关键词
C-H; OXIDATION; SULFENAMIDES; THIOLS; WATER; STRATEGIES; AMINES; ALKYL; BOND;
D O I
10.1039/c8ob03211d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A practical and scalable electrochemical oxidation of S-H and N-H was developed. This oxidant-and catalyst-free electrochemical process enables S-N bond formation with inexpensive nickel electrodes in an undivided cell. This procedure exhibits broad substrate scopes and good functional-group compatibility. A 50 g scale oxidative coupling augurs well for industrial applications.
引用
收藏
页码:1370 / 1374
页数:5
相关论文
共 50 条
  • [21] Insertion of ethyl diazoacetate into N-H and S-H bonds catalyzed by ruthenium porphyrin complexes
    Galardon, E
    LeMaux, P
    Simonneaux, G
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (17): : 2455 - 2456
  • [22] Dissociation energies of O-H, N-H, and S-H bonds in sulfur-containing antioxidants
    E. T. Denisov
    T. G. Denisova
    Petroleum Chemistry, 2014, 54 : 142 - 153
  • [23] Dissociation energies of O-H, N-H, and S-H bonds in sulfur-containing antioxidants
    Denisov, E. T.
    Denisova, T. G.
    PETROLEUM CHEMISTRY, 2014, 54 (02) : 142 - 153
  • [24] Metal-free tandem carbene N-H insertions and C-C bond cleavages
    Chen, Pu
    Nan, Jiang
    Hu, Yan
    Kang, Yifan
    Wang, Bo
    Ma, Yangmin
    Szostak, Michal
    CHEMICAL SCIENCE, 2021, 12 (02) : 803 - 811
  • [25] Metal-free tandem carbene N-H insertions and C-C bond cleavages
    Chen, Pu
    Nan, Jiang
    Hu, Yan
    Kang, Yifan
    Wang, Bo
    Ma, Yangmin
    Szostak, Michal
    Chemical Science, 2021, 12 (02): : 803 - 811
  • [26] Aluminum-ligand cooperative N-H bond activation and an example of dehydrogenative coupling
    Berben, L.A. (laberben@ucdavis.edu), 1600, American Chemical Society (135):
  • [27] Aluminum-Ligand Cooperative N-H Bond Activation and an Example of Dehydrogenative Coupling
    Myers, Thomas W.
    Berben, Louise A.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (27) : 9988 - 9990
  • [28] Electrochemical C(sp2)-H/N-H "formal" cross-dehydrogenative coupling of olefins with benzotriazoles for synthesis of N-vinyl benzotriazoles
    Lv, Jin-Feng
    Tan, Yu-Fang
    Zhao, Ya-Nan
    Yang, Dan
    He, Yan-Hong
    Guan, Zhi
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2023, 21 (42) : 8488 - 8493
  • [29] The pKa theoretical estimation of C-H, N-H, O-H and S-H acids in dimethylsulfoxide solution
    Khursan, Sergey L.
    Ovchinnikov, Mikhail Yu.
    JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2014, 27 (12) : 926 - 934
  • [30] Photo-induced metal-free dehydrogenative N-N homo-coupling
    Balakrishna, Bugga
    Mossin, Susanne
    Kramer, Soren
    CHEMICAL COMMUNICATIONS, 2022, 58 (78) : 10977 - 10980