Magnesiation of electron-rich aryl bromides and their use in nickel-catalyzed cross-coupling reactions

被引：39
|
作者：
Lau, Stephen Y. W.
Hughes, Greg
O'Shea, Paul D.
Davies, Ian W.
机构：
[1] Merck Frosst Ctr Therapeut Res, Dept Proc Res, Kirkland, PQ H9H 3L1, Canada
[2] Merck Res Labs, Dept Proc Res, Rahway, NJ 07065 USA
来源：
ORGANIC LETTERS | 2007年 / 9卷 / 11期
关键词：
D O I：
10.1021/ol070841b
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Electron-rich aryl bromides are rapidly converted to the corresponding lithium triarylmagnesiates with (n-Bu)(3)MgLi, which undergo efficient nickel-catalyzed Kumada-Corriu cross-coupling reactions with a variety of aryl and alkenyl bromides, chlorides, tosylates, and triflates.
引用
收藏
页码：2239 / 2242
页数：4
相关论文
共 50 条
  • [1] Nickel-Catalyzed Cross-Coupling of Aryl Diazonium Salts with Aryl Bromides
    Zhang, Guofu
    Fu, Yu
    Xiang, Jicong
    Guan, Chenfei
    Sang, Zhimin
    Ding, Chengrong
    ORGANIC LETTERS, 2024, 26 (31) : 6687 - 6691
  • [2] Nickel-Catalyzed Direct Cross-Coupling of Aryl Fluorosulfates with Aryl Bromides
    Na, Jin-He
    Liu, Xiang
    Jing, Jia-Wen
    Wang, Jing
    Chu, Xue-Qiang
    Ma, Mengtao
    Xu, Hao
    Zhou, Xiaocong
    Shen, Zhi-Liang
    ORGANIC LETTERS, 2023, 25 (13) : 2318 - 2322
  • [3] Nickel-Catalyzed Cross-Coupling of Ethyl Chlorofluoroacetate with Aryl Bromides
    Li, Han
    Sheng, Jie
    Wu, Bing-Bing
    Li, Yan
    Wang, Xi-Sheng
    CHEMISTRY-AN ASIAN JOURNAL, 2021, 16 (13) : 1741 - 1744
  • [4] Nickel-Catalyzed Desulfonylative Reductive Cross-Coupling of Aryl Sulfones with Aryl Bromides
    Huang, Xinmiao
    Tang, Ling
    Song, Zhiyong
    Jiang, Shuangshuang
    Liu, Xianmao
    Ma, Ming
    Chen, Bo
    Ma, Yuanhong
    ORGANIC LETTERS, 2023, : 1198 - 1203
  • [5] Nickel-Catalyzed Cross-Coupling Reaction of Aryl Methyl Sulfides with Aryl Bromides
    Zhong, Chuntao
    Liu, Mengna
    Qiu, Xianchao
    Wei, Hao
    Cui, Benqiang
    Shi, Yanhui
    Cao, Changsheng
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (19): : 13418 - 13426
  • [6] Nickel-Catalyzed Direct Cross-Coupling of Unactivated Aryl Fluorides with Aryl Bromides
    Ren, Jing-Ao
    Na, Jin-He
    Gui, Chao
    Miao, Chengping
    Chu, Xue-Qiang
    Ma, Mengtao
    Xu, Hao
    Zhou, Xiaocong
    Shen, Zhi-Liang
    ORGANIC LETTERS, 2023, 25 (29) : 5525 - 5529
  • [7] Photochemical Nickel-Catalyzed Reductive Migratory Cross-Coupling of Alkyl Bromides with Aryl Bromides
    Peng, Long
    Li, Zheqi
    Yin, Guoyin
    ORGANIC LETTERS, 2018, 20 (07) : 1880 - 1883
  • [8] Nickel-Catalyzed Cross-Coupling of Aryl Alkyl Selenides with Aryl Bromides: Cross-Coupling Between Two Electrophiles
    Kumar, Sumit
    Sapra, Shivani
    Singh, Brajendra K.
    ADVANCED SYNTHESIS & CATALYSIS, 2024, 366 (21) : 4528 - 4534
  • [9] Nickel-Catalyzed Kumada Cross-Coupling Reactions of Tertiary Alkylmagnesium Halides and Aryl Bromides/Triflates
    Joshi-Pangu, Amruta
    Wang, Chao-Yuan
    Biscoe, Mark R.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (22) : 8478 - 8481
  • [10] Nickel-catalyzed monofluoromethylation of (hetero)aryl bromides via reductive cross-coupling
    Yin, Han
    Sheng, Jie
    Zhang, Kai-Fan
    Zhang, Zi-Qi
    Bian, Kang-Jie
    Wang, Xi-Sheng
    CHEMICAL COMMUNICATIONS, 2019, 55 (53) : 7635 - 7638
12345