Palladium-Catalyzed C-H Aminations of Anilides with N-Fluorobenzenesulfonimide

被引:317
作者
Sun, Kai [1 ]
Li, Yan [1 ]
Xiong, Tao [1 ]
Zhang, Jingping [1 ]
Zhang, Qian [1 ]
机构
[1] NE Normal Univ, Dept Chem, Changchun 130024, Peoples R China
关键词
BOND FORMATION; FUNCTIONALIZATION; AMIDATION; ELECTRON; ARENES;
D O I
10.1021/ja1101695
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first amide-directed, palladium-catalyzed, intermolecular, highly selective C-H aminations with the non-nitrene-based nitrogen source N-fluorobenzenesulfonimide have been developed. This methodology might provide a new pathway for directed metal-catalyzed aromatic C-H amination.
引用
收藏
页码:1694 / 1697
页数:4
相关论文
共 50 条
  • [1] Investigation on the mechanism of water-assisted palladium-catalyzed benzylic C-H amination by N-fluorobenzenesulfonimide
    Zheng, Yiying
    Xiong, Tao
    Lv, Yunhe
    Zhang, Jingping
    Zhang, Qian
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (45) : 7923 - 7930
  • [2] Remote amide-directed palladium-catalyzed benzylic C-H amination with N-fluorobenzenesulfonimide
    Xiong, Tao
    Li, Yan
    Lv, Yunhe
    Zhang, Qian
    CHEMICAL COMMUNICATIONS, 2010, 46 (36) : 6831 - 6833
  • [3] Palladium-Catalyzed Carboamination of Alkenes Promoted by N-Fluorobenzenesulfonimide via C-H Activation of Arenes
    Rosewall, Carolyn F.
    Sibbald, Paul A.
    Liskin, Dmitry V.
    Michael, Forrest E.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (27) : 9488 - +
  • [4] Recent Advances in C-H Fluorination and Amination with N-Fluorobenzenesulfonimide
    Wang, Weilin
    Chen, Weidong
    Luo, Junfei
    Xie, Pan
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2021, 41 (02) : 543 - 552
  • [5] Copper-Catalyzed Remote C-H Amination of Quinolines with N-Fluorobenzenesulfonimide
    Yin, Yao
    Xie, Jian
    Huang, Feng-Qing
    Qi, Lian-Wen
    Zhang, Bo
    ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (06) : 1037 - 1042
  • [6] Copper-Catalyzed Regioselective Halogenation of Anilides with N-Fluorobenzenesulfonimide
    Jin, Lianwen
    Zeng, Xiaoli
    Li, Siyang
    Qiu, Guofu
    Liu, Peng
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 2022 (24)
  • [7] Metal-Free Oxidative C-H Amination of 8-Acylaminoquinolines and Anilides with N-Fluorobenzenesulfonimide
    Wang, Yang
    Wang, Ying
    Guo, Zhenyu
    Zhang, Qian
    Li, Dong
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 5 (12) : 1438 - 1441
  • [8] Highly Regioselective Copper-Catalyzed Benzylic C?H Amination by N-Fluorobenzenesulfonimide
    Ni, Zhikun
    Zhang, Qian
    Xiong, Tao
    Zheng, Yiying
    Li, Yan
    Zhang, Hongwei
    Zhang, Jingping
    Liu, Qun
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (05) : 1244 - 1247
  • [9] Palladium-catalyzed oxidative direct C-H/C-H cross coupling of anilides with β-keto esters
    Chan, Wai-Wing
    Zhou, Zhongyuan
    Yu, Wing-Yiu
    CHEMICAL COMMUNICATIONS, 2013, 49 (74) : 8214 - 8216
  • [10] Palladium-Catalyzed Ortho-Alkoxylation of Anilides via C-H Activation
    Jiang, Tao-Shan
    Wang, Guan-Wu
    JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (21) : 9504 - 9509