Ruthenium(II)-Catalyzed meta C-H Mono- and Difluoromethylations by Phosphine/Carboxylate Cooperation

被引:160
|
作者
Ruan, Zhixiong [1 ]
Zhang, Shou-Kun [1 ]
Zhu, Cuiju [1 ]
Ruth, Paul Niklas [2 ]
Stalke, Dietmar [2 ]
Ackermann, Lutz [1 ]
机构
[1] Georg August Univ Gottingen, Inst Organ & Biomol Chem, Tammannstr 2, D-37077 Gottingen, Germany
[2] Georg August Univ Gottingen, Inst Anorgan Chem, Tammannstr 4, D-37077 Gottingen, Germany
基金
欧洲研究理事会;
关键词
C-H activation; fluorine; meta-selectivity; phosphine; ruthenium; CATALYZED DIRECT ARYLATIONS; BOND ACTIVATION; RECENT PROGRESS; FUNCTIONALIZATION; LIGAND; ARENES; ARYL; OLEFINATION; ALKYLATION; ALKENES;
D O I
10.1002/anie.201611595
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Ruthenium(II)-catalyzed meta-selective C-H (di) fluoromethylation was accomplished by phosphine and carboxylate cooperation. The remote C-H functionalization was characterized by ample substrate scope, thereby setting the stage for meta-(di) fluoromethylation through facile C-H cleavage.
引用
收藏
页码:2045 / 2049
页数:5
相关论文
共 50 条
  • [21] Sustainable Ruthenium(II)-Catalyzed C-H Activations in and on H2O
    Kaplaneris, Nikolaos
    Vilches-Herrera, Marcelo
    Wu, Jun
    Ackermann, Lutz
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2022, 10 (21) : 6871 - 6888
  • [22] Triazole-Enabled Ruthenium(II) Carboxylate-Catalyzed C-H Arylation with Electron-Deficient Aryl Halides
    Rogge, Torben
    Mueller, Thomas
    Simon, Hendrik
    Hou, Xiaoyan
    Wagschal, Simon
    Broggini, Diego
    Ackermann, Lutz
    SYNLETT, 2022, 33 (04) : 346 - 350
  • [23] Chiral Bifunctional Phosphine-Carboxylate Ligands for Palladium(0)-Catalyzed Enantioselective C-H Arylation
    Yang, Lei
    Neuburger, Markus
    Baudoin, Olivier
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (05) : 1394 - 1398
  • [24] Synthesis of 2-Aminophenols and Heterocycles by Ru-Catalyzed C-H Mono- and Dihydroxylation
    Yang, Xinglin
    Shan, Gang
    Rao, Yu
    ORGANIC LETTERS, 2013, 15 (10) : 2334 - 2337
  • [25] Weakly Coordinating Directing Groups for Ruthenium(II)-Catalyzed C-H Activation
    De Sarkar, Suman
    Liu, Weiping
    Kozhushkov, Sergei I.
    Ackermann, Lutz
    ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (07) : 1461 - 1479
  • [26] Ruthenium(II)-Catalyzed Direct C-H Arylation of Indoles with Arylsilanes in Water
    Nareddy, Pradeep
    Jordan, Frank
    Szostak, Michal
    ORGANIC LETTERS, 2018, 20 (02) : 341 - 344
  • [27] Use of the Hydantoin Directing Group in Ruthenium(II)-Catalyzed C-H Functionalization
    Leitch, Jamie A.
    Cook, Hans P.
    Bhonoah, Yunas
    Frost, Christopher G.
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (20): : 10081 - 10087
  • [28] C-H Bond Functionalization in Water Catalyzed by Carboxylato Ruthenium(II) Systems
    Arockiam, Percia B.
    Fischmeister, Cedric
    Bruneau, Christian
    Dixneuf, Pierre H.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (37) : 6629 - 6632
  • [29] Ruthenium(II)-Catalyzed Remote C-H Sulfonylation of 2-Pyridones
    Yang, Fengqi
    Zhou, Pengfei
    Huang, Zeng
    Liao, Junqiu
    Huang, Guan
    Liang, Taoyuan
    Zhang, Zhuan
    ORGANIC LETTERS, 2023, 25 (31) : 5779 - 5783
  • [30] Ruthenium(II)-Catalyzed C-H Alkenylations of Phenols with Removable Directing Groups
    Ma, Wenbo
    Ackermann, Lutz
    CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (41) : 13925 - 13928