Visible-Light-Induced Organocatalytic Borylation of Aryl Chlorides

被引：113
|
作者：
Zhang, Li [1 ]
Jiao, Lei [1 ]
机构：
[1] Tsinghua Univ, Dept Chem, Ctr Basic Mol Sci, Beijing 10084, Peoples R China
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2019年 / 141卷 / 23期
基金：
中国国家自然科学基金;
关键词：
METAL-FREE BORYLATION; ALKOXY DIBORON REAGENTS; FREE REDUCTIVE CLEAVAGE; ELECTRON-TRANSFER; CATALYZED BORYLATION; HALIDES; TRANSITION; BOND; ACTIVATION; IODIDES;
D O I：
10.1021/jacs.9b00917
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The preparation of arylboronates from unactivated aryl chlorides in a transition-metal-free manner is rather challenging. There are only few examples to achieve this goal by using ultraviolet irradiation. Based on the mechanistic understanding of the diboron/methoxide/pyridine reaction system, we achieved photo activation of the in situ generated super electron donor and developed a visible-light-induced organocatalytic method for efficient borylation of unactivated aryl chlorides.
引用
收藏
页码：9124 / 9128
页数：5
相关论文
共 50 条
  • [21] A Visible-light-induced Cyclization Reaction
    Li, Siqi
    Dong, Jun
    CURRENT ORGANIC CHEMISTRY, 2023, 27 (12) : 1020 - 1035
  • [22] Visible-Light-Induced Click Chemistry
    Mueller, Jan O.
    Schmidt, Friedrich G.
    Blinco, James P.
    Barner-Kowollik, Christopher
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (35) : 10284 - 10288
  • [23] Visible-light-induced decarboxylative cyclization
    Das, Suven
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2025, 23 (05) : 1016 - 1066
  • [24] Visible-Light-Induced Metal-Free Decarboxylative Perfluoroalkylation of Aryl Acrylic Acids
    Yu, Mo
    Niu, Kaikai
    Wang, Ziwen
    Liu, Yuxiu
    Wang, Qingmin
    ORGANIC LETTERS, 2022, 24 (41) : 7622 - 7626
  • [25] Stereoselective Preparation of C-Aryl Glycosides via Visible-Light-Induced Nickel-Catalyzed Reductive Cross-Coupling of Glycosyl Chlorides and Aryl Bromides
    Mou, Ze-Dong
    Wang, Jia-Xi
    Zhang, Xia
    Niu, Dawen
    ADVANCED SYNTHESIS & CATALYSIS, 2021, 363 (12) : 3025 - 3029
  • [26] Copper-catalysed borylation of aryl chlorides
    Kuehn, Laura
    Huang, Mingming
    Radius, Udo
    Marder, Todd B.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (27) : 6601 - 6606
  • [27] Visible-Light-Induced Nickel-Catalyzed Cross-Coupling of Aryl Bromides with Nitriles
    Gao, Jie
    He, Xian-Chen
    Liu, Yan-Ling
    Li, Ke-Rong
    Guan, Jian-Ping
    Chen, Hong-Bin
    Xiang, Hao-Yue
    Chen, Kai
    Yang, Hua
    ORGANIC LETTERS, 2023, 25 (49) : 8824 - 8828
  • [28] Visible-light-induced oxidative coupling of vinylarenes with diselenides leading to α-aryl and α-alkyl selenomethyl ketones
    Liu, Gong-Qing
    Yi, Wei
    Wang, Peng-Fei
    Liu, Ji
    Ma, Meng
    Hao, Da-Yun
    Ming, Liang
    Ling, Yong
    GREEN CHEMISTRY, 2021, 23 (04) : 1840 - 1846
  • [29] Visible-Light-Induced Radical Hydroaroylation of Vinyl Boronic Ester with Aroyl Chlorides to Access β-Boryl Ketones
    Tang, Shuai
    Wang, Shuting
    Zhang, Hua
    ORGANIC LETTERS, 2025, 27 (13) : 3471 - 3475
  • [30] A Polyniobotungstate-Based Hybrid for Visible-Light-Induced Phosphorylation of N-Aryl-Tetrahydroisoquinoline
    Gao, Fan
    Xiao, Wanru
    Li, Shujun
    Yu, Bing
    ACS APPLIED MATERIALS & INTERFACES, 2022, 14 (17) : 19278 - 19284
12345