Copper-mediated ortho C-H sulfonylation of benzoic acid derivatives with sodium sulfinates

被引:102
|
作者
Liu, Jidan [1 ]
Yu, Lin [1 ]
Zhuang, Shaobo [1 ]
Gui, Qingwen [1 ]
Chen, Xiang [1 ]
Wang, Wenduo [1 ]
Tan, Ze [1 ]
机构
[1] Hunan Univ, Coll Chem & Chem Engn, State Key Lab Chemo Biosensing & Chemometr, Changsha 410082, Hunan, Peoples R China
基金
中国国家自然科学基金;
关键词
UNSYMMETRICAL DIARYL SULFONES; EFFICIENT METHOD; BOND FORMATION; ARYL; ARENES; AMIDATION; SALTS; ALKYNYLATION; INHIBITORS; C(SP(3))-H;
D O I
10.1039/c5cc00202h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Copper-mediated direct ortho C-H bond sulfonylation of benzoic acid derivatives with sodium sulfinates was achieved by employing an 8-aminoquinoline moiety as the bidentate directing group. Various aryl sulfones were synthesized in good yields with excellent regioselectivity.
引用
收藏
页码:6418 / 6421
页数:4
相关论文
共 50 条
  • [41] Copper-mediated direct sulfonylation of C(sp2)-H bonds employing TosMIC as a sulfonyl source
    Fan, Cai-Ling
    Zhang, Lin-Bao
    Liu, Jia
    Hao, Xin-Qi
    Niu, Jun-Long
    Song, Mao-Ping
    ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (13) : 2215 - 2219
  • [42] Copper-Mediated Remote C-H Bond Chalcogenation of Quinolines on the C5 Position
    Zhu, Longzhi
    Qiu, Renhua
    Cao, Xin
    Xiao, Song
    Xu, Xinhua
    Au, Chak-Tong
    Yin, Shuang-Feng
    ORGANIC LETTERS, 2015, 17 (22) : 5528 - 5531
  • [43] Copper-Mediated Oxidative Coupling of Benzamides with Maleimides via Directed C-H Cleavage
    Miura, Wataru
    Hirano, Koji
    Miura, Masahiro
    ORGANIC LETTERS, 2015, 17 (16) : 4034 - 4037
  • [44] Progress in Copper-Mediated Functionalization of Unactivated C-H Bonds Assisted by Directing Groups
    Hu Jia-Lei
    Li Jie
    Zhou Yi-Feng
    CURRENT GREEN CHEMISTRY, 2015, 2 (02) : 170 - 191
  • [45] Copper-Mediated Regioselective C-H Sulfenylation and Selenation of Phenols with Phenanthroline Bidentate Auxiliary
    Kajiwara, Rikuo
    Takamatsu, Kazutaka
    Hirano, Koji
    Miura, Masahiro
    ORGANIC LETTERS, 2020, 22 (15) : 5915 - 5919
  • [46] Divergent copper-mediated dimerization and hydroxylation of benzamides involving C-H bond functionalization
    Wang, Mingliang
    Hu, Yimin
    Jiang, Zhe
    Shen, Hong C.
    Sun, Xun
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (18) : 4239 - 4246
  • [47] COPPER-MEDIATED REGIOSELECTIVE HOMOCOUPLING OF THIOPHENES AND INDOLES VIA DIRECTED C-H CLEAVAGE
    Odani, Riko
    Nishino, Mayuko
    Hirano, Koji
    Satoh, Tetsuya
    Miura, Masahiro
    HETEROCYCLES, 2014, 88 (01) : 595 - 602
  • [48] Copper-Catalyzed Remote C-H Functionalization of 8-Aminoquinolines with Sodium and Lithium Sulfinates
    Liang, Shuai
    Manolikakes, Georg
    ADVANCED SYNTHESIS & CATALYSIS, 2016, 358 (15) : 2371 - 2378
  • [49] Nickel-Catalyzed Sulfonylation of C(sp2)-H Bonds with Sodium Sulfinates
    Liu, Shuang-Liang
    Li, Xue-Hong
    Zhang, Shu-Sheng
    Hou, Sheng-Kai
    Yang, Guang-Chao
    Gong, Jun-Fang
    Song, Mao-Ping
    ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (13) : 2241 - 2246
  • [50] Copper-mediated regioselective efficient direct ortho-nitration of anilide derivatives
    Depa, Manmohan Reddy
    Potla, Suneetha
    Narkhede, Umesh C.
    Jadhav, Vinod D.
    Vidavalur, Siddaiah
    TETRAHEDRON LETTERS, 2020, 61 (33)