Palladium-catalyzed late-stage mono-aroylation of the fully substituted pyrazoles via aromatic C-H bond activation

被引:0
作者
Miao-Miao Chen [1 ]
Ling-Yan Shao [1 ]
Li-Jun Lun [2 ]
Yu-Liang Wu [2 ]
Xiao-Pan Fu [1 ]
Ya-Fei Ji [1 ]
机构
[1] School of Pharmacy, East China University of Science & Technology
[2] Shandong Keyuan Pharmaceutical Co., Ltd., Shandong Shanghe Economic Development Zone
基金
中国国家自然科学基金;
关键词
Palladium-catalysis; Late-stage functionalization; AroYlation; Fully substituted pyrazoles; C-H bond activation; Cyclopalladated intermediate;
D O I
暂无
中图分类号
O621.251 [];
学科分类号
070303 ; 081704 ;
摘要
The palladium-catalyzed late-stage aroylation of 4-methyl-1,5-diaryl-lH-pyrazole-3-carboxylates has been developed via direct and exclusive mono-Csp;-H bond activation with broad substrate scope and good functional group tolerance. A dual-core dimeric palladacycle is confirmed by X-ray single crystal crystallography, and probably serves as an active species in the catalytic cycle.
引用
收藏
页码:702 / 706
页数:5
相关论文
共 50 条
  • [41] Syntheses of Benzo[c]Chromen-6-ones by Palladium Catalyzed C-H Bond Activation using Diazonium Salts
    Huang, Liang-Zhu
    Ma, Rui-Yue
    Zhou, Lu-Nan
    Du, Zhen-Ting
    Zhang, Tao
    NATURAL PRODUCT COMMUNICATIONS, 2017, 12 (04) : 537 - 540
  • [42] Photoredox-Catalyzed Isomerization of Highly Substituted Allylic Alcohols by C-H Bond Activation
    Guo, Kai
    Zhang, Zhongchao
    Li, Anding
    Li, Yuanhe
    Huang, Jun
    Yang, Zhen
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (28) : 11660 - 11668
  • [43] Copper-catalyzed oxidative amidation of dibenzylamines via C-H bond activation
    Hu, Jinjin
    Zuo, Xiujin
    Huang, Hanmin
    CHINESE JOURNAL OF CATALYSIS, 2013, 34 (09) : 1644 - 1650
  • [44] Late-Stage Derivatization of Buflavine by Nickel-Catalyzed Direct Substitution of a Methoxy Group via C-O Bond Activation
    Shimazumi, Ryoma
    Morita, Kosuke
    Yoshida, Tomoki
    Yasui, Kosuke
    Tobisu, Mamoru
    SYNTHESIS-STUTTGART, 2021, 53 (17): : 3037 - 3044
  • [45] Palladium-catalyzed non-directed C-H bond arylation of difluorobenzenes and dichlorobenzenes bearing benzoxazole or benzothiazole
    Abdellaoui, Fatma
    Ben Ammar, Hamed
    Soule, Jean-Francois
    Doucet, Henri
    CATALYSIS COMMUNICATIONS, 2015, 71 : 13 - 16
  • [46] Synthesis of Unsymmetrically Substituted Tetraphenylenes through Palladium-Catalyzed C(sp2)-H Activation
    Wan, Bin
    Zhang, Yanghui
    SYNTHESIS-STUTTGART, 2021, 53 (18): : 3299 - 3306
  • [47] Access to Fluorinated Quaternary Stereogenic Centers via Palladium-Catalyzed Asymmetric Allylic C-H Alkylation
    Wei, Jia-Hui
    Jin, You-Xiang
    Wang, Pu-Sheng
    Gong, Liu-Zhu
    SYNLETT, 2023, 34 (20) : 2411 - 2416
  • [48] Late-stage functionalization of 4-arylphthalazin-1(2H)-ones by a regioselective iridium- catalyzed C-H bond amidation reaction
    Li, Huimin
    Lan, Wenqing
    Li, Ruohan
    Li, Jianghua
    Chen, Junmin
    ARKIVOC, 2023,
  • [49] Asymmetric intramolecular alkylation of chiral aromatic Imines via catalytic C-H bond activation
    Watzke, Anja
    Wilson, Rebecca M.
    O'Malley, Steven J.
    Bergman, Robert G.
    Ellman, Jonathan A.
    SYNLETT, 2007, (15) : 2383 - 2389
  • [50] One-pot synthesis of polyfluoroterphenyls via palladium-catalyzed Suzuki-Miyaura coupling of chlorobromobenzene and C-H bond functionalization of perfluoroarenes
    Ma, Xiaowei
    Gu, Ningning
    Liu, Yan
    Liu, Ping
    Xie, Jianwei
    Dai, Bin
    Liu, Zhiyong
    APPLIED ORGANOMETALLIC CHEMISTRY, 2015, 29 (01) : 50 - 56