Copper-catalyzed electrophilic amination of functionalized diarylzinc reagents

被引：79
|
作者：
Berman, AM [1 ]
Johnson, JS [1 ]
机构：
[1] Univ N Carolina, Dept Chem, Chapel Hill, NC 27599 USA
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 01期
关键词：
D O I：
10.1021/jo048168g
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The copper-catalyzed electrophilic amination of functionalized diarylzinc reagents with O-acyl hydroxylamines allows for the preparation of functionalized tertiary arylamines in high yields, and is noteworthy for the mild reaction conditions employed. The functionalized diarylzinc reagents were prepared via an iodine/magnesium exchange of the corresponding aryl iodide followed by transmetalation of the resultant Grignard species with ZnCl2.
引用
收藏
页码：364 / 366
页数：3
相关论文
共 50 条
  • [1] Copper-catalyzed electrophilic amination of diorganozinc reagents
    Berman, AM
    Johnson, JS
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (18) : 5680 - 5681
  • [2] Copper-Catalyzed Electrophilic Amination of Diorganozinc Reagents
    Berman, Ashley M.
    Johnson, Jeffrey S.
    Journal of the American Chemical Society, 2004, 126 (18): : 5680 - 5681
  • [3] Copper-catalyzed electrophilic amination of diorganozinc reagents.
    Johnson, JS
    Berman, AM
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2004, 228 : U68 - U68
  • [4] Copper-catalyzed aminoboration and hydroamination of alkenes with electrophilic amination reagents
    Hirano, Koji
    Miura, Masahiro
    PURE AND APPLIED CHEMISTRY, 2014, 86 (03) : 291 - 297
  • [5] COPPER-CATALYZED ELECTROPHILIC AMINATION OF DIORGANOZINC REAGENTS: 4-PHENYLMORPHOLINE
    Berman, Ashley M.
    Johnson, Jeffrey S.
    ORGANIC SYNTHESES, 2006, 83 : 31 - +
  • [6] Copper-Catalyzed Electrophilic Amination of Alkoxyarylsilanes
    Zhang, Qian
    Hitoshio, Kenshiro
    Saito, Hayate
    Shimokawa, Jun
    Yorimitsu, Hideki
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (26) : 4018 - 4021
  • [7] Copper-Catalyzed Negishi Coupling of Diarylzinc Reagents with Aryl Iodides
    Thapa, Surendra
    Vangala, Adarsh S.
    Giri, Ramesh
    SYNTHESIS-STUTTGART, 2016, 48 (04): : 504 - 511
  • [8] Copper-Catalyzed Electrophilic Amination of Arylsilanes with Hydroxylamines
    Miki, Yuya
    Hirano, Koji
    Satoh, Tetsuya
    Miura, Masahiro
    ORGANIC LETTERS, 2013, 15 (01) : 172 - 175
  • [9] Recent progress in copper-catalyzed electrophilic amination
    Yan, Xiaoyu
    Yang, Xianghua
    Xi, Chanjuan
    CATALYSIS SCIENCE & TECHNOLOGY, 2014, 4 (12) : 4169 - 4177
  • [10] Copper-Catalyzed Electrophilic Amination of Organoboron Compounds
    Lalic, Gojko
    Rucker, Richard P.
    SYNLETT, 2013, 24 (03) : 269 - 275
12345