(2-Pyridyl)acetone-Promoted Cu-Catalyzed O-Arylation of Phenols with Aryl Iodides, Bromides, and Chlorides

被引：108
|
作者：
Zhang, Qi [3 ]
Wang, Deping [1 ,2 ,4 ]
Wang, Xianyang [3 ]
Ding, Ke [1 ,2 ]
机构：
[1] Chinese Acad Sci, Key Lab Regenerat Biol, Guangzhou 510663, Guangdong, Peoples R China
[2] Chinese Acad Sci, Inst Biol Chem, Guangzhou Inst Biomed & Hlth, Guangzhou 510663, Guangdong, Peoples R China
[3] Nanjing Univ Technol, Jiangsu Prov Inst Mat Med, Nanjing 210009, Peoples R China
[4] Chinese Acad Sci, Grad Sch, Guangzhou 510663, Guangdong, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 18期
关键词：
ULLMANN-TYPE SYNTHESIS; CROSS-COUPLING REACTIONS; REDUCTIVE ELIMINATION; BOND FORMATION; DIARYL ETHERS; BIARYL ETHER; COPPER; LIGAND; EFFICIENT; HALIDES;
D O I：
10.1021/jo9012157
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Employing (2-pyridyl)acetone as a new supporting ligand, the copper-catalyzed coupling reactions of aryl chlorides, aryl bromides, and aryl iodides with various phenols successfully proceeded in good yields under mild conditions. This reaction displays great functional groups compatibility and excellent reactive selectivity.
引用
收藏
页码：7187 / 7190
页数：4
相关论文
共 50 条
  • [1] Chemoselectivity in the Cu-catalyzed O-arylation of phenols and aliphatic alcohols
    Maiti, Debabrata
    CHEMICAL COMMUNICATIONS, 2011, 47 (29) : 8340 - 8342
  • [2] Rhodium(NHC)-Catalyzed O-Arylation of Aryl Bromides
    Kim, Hyun Jin
    Kim, Min
    Chang, Sukbok
    ORGANIC LETTERS, 2011, 13 (09) : 2368 - 2371
  • [3] Cu-Catalyzed Amination of Base-Sensitive Aryl Bromides and the Chemoselective N- and O-Arylation of Amino Alcohols
    Strauss, Michael J.
    Liu, Kaylee X.
    Greaves, Megan E.
    Dahl, Jakob C.
    Kim, Seoung-Tae
    Wu, Yong-Jin
    Schmidt, Michael A.
    Scola, Paul M.
    Buchwald, Stephen L.
    Journal of the American Chemical Society, 2024, 146 (27) : 18616 - 18625
  • [4] Novel cobalt-valine catalyzed O-arylation of phenols with electron deficient aryl iodides
    Ujwaldev, Sankuviruthiyil M.
    Saranya, Salim
    Harry, Nissy Ann
    Anilkumar, Gopinathan
    MONATSHEFTE FUR CHEMIE, 2019, 150 (02): : 339 - 346
  • [5] Novel cobalt-valine catalyzed O-arylation of phenols with electron deficient aryl iodides
    Sankuviruthiyil M. Ujwaldev
    Salim Saranya
    Nissy Ann Harry
    Gopinathan Anilkumar
    Monatshefte für Chemie - Chemical Monthly, 2019, 150 : 339 - 346
  • [6] Efficient Pyrazole Moiety-Containing Ligands for Cu-Catalyzed O-Arylation of Phenols
    Zhao, Yingying
    Wang, Xiangyong
    Kaneyama, Ryo
    Kodama, Koichi
    Hirose, Takuji
    CHEMISTRYSELECT, 2020, 5 (14): : 4152 - 4159
  • [7] Cu-Catalyzed Amination of Base-Sensitive Aryl Bromides and the Chemoselective N- and O-Arylation of Amino Alcohols
    Strauss, Michael J.
    Liu, Kaylee X.
    Greaves, Megan E.
    Dahl, Jakob C.
    Kim, Seoung-Tae
    Wu, Yong-Jin
    Schmidt, Michael A.
    Scola, Paul M.
    Buchwald, Stephen L.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2024, : 18616 - 18625
  • [8] Cu-nanoparticle catalyzed O-arylation of phenols with aryl halides via Ullmann coupling
    Kidwai, Mazaahir
    Mishra, Neeraj Kumar
    Bansal, Vikas
    Kumar, Ajeet
    Mozumdar, Subho
    TETRAHEDRON LETTERS, 2007, 48 (50) : 8883 - 8887
  • [9] Cu-Catalyzed Coupling Reactions of Sulfonamides with (Hetero)Aryl Chlorides/Bromides
    Li, Qiaoli
    Xu, Lanting
    Ma, Dawei
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2022, 61 (43)
  • [10] Enantioselective Desymmetrization of Phosphinic Acids via Cu-Catalyzed O-Arylation
    Yan, Ming
    Zou, Jia-wei
    Fang, Dong-mei
    Zhang, Shi-qi
    Cui, Xin
    Tang, Zhuo
    Li, Guang-xun
    ACS CATALYSIS, 2025, 15 (06): : 4719 - 4725
12345