Copper-catalyzed arylation of heterocycle C-H bonds

被引：456
|
作者：
Do, Hien-Quang [1 ]
Daugulis, Olafs [1 ]
机构：
[1] Univ Houston, Dept Chem, Houston, TX 77204 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2007年 / 129卷 / 41期
关键词：
D O I：
10.1021/ja075802+
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A new method for the direct, copper-catalyzed arylation of heterocycle C-H bonds by aryl halides has been developed. In addition to electron-rich five-membered heterocycles, electron-poor pyridine oxides can also be arylated. The best results are obtained by using a combination of lithium tert -butoxide base, aryl iodide coupling partner, and copper iodide catalyst.
引用
收藏
页码：12404 / +
页数：3
相关论文
共 50 条
  • [31] Site-Selective Copper-Catalyzed Azidation of Benzylic C-H Bonds
    Suh, Sung-Eun
    Chen, Si-Jie
    Mandal, Mukunda
    Guzei, Ilia A.
    Cramer, Christopher J.
    Stahl, Shannon S.
    [J]. Journal of the American Chemical Society, 2020, 142 (26): : 11388 - 11393
  • [32] Process development of febuxostat using palladium- and copper-catalyzed C-H arylation
    Komiyama, Masato
    Tsuchiya, Hideyoshi
    Teramoto, Mitsuru
    Yajima, Naoki
    Kurokawa, Masayuki
    Minamizono, Kunio
    Tsuchiya, Naoki
    Kato, Yoshiaki
    Sato, Yoshinori
    Dohi, Masahiko
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 257
  • [33] Copper-Catalyzed Formal Dehydrogenative Coupling of Carbonyls with Polyfluoroarenes Leading to β-C-H Arylation
    Xie, Weilong
    Kim, Dongwook
    Chang, Sukbok
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (49) : 20588 - 20593
  • [34] Process Development of Febuxostat Using Palladium- and Copper-Catalyzed C-H Arylation
    Komiyama, Masato
    Tsuchiya, Hideyoshi
    Teramoto, Mitsuru
    Yajima, Naoki
    Kurokawa, Masayuki
    Minamizono, Kunio
    Tsuchiya, Naoki
    Kato, Yoshiaki
    Sato, Yoshinori
    Dohi, Masahiko
    [J]. ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2018, 22 (09) : 1306 - 1311
  • [35] Copper-catalyzed arylation, vinylation and alkynylation of sp2 and sp3 C-H bonds with iodonium salts
    Liu, Chuan
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 254
  • [36] Copper-Catalyzed Arylation of Remote C(sp3)-H Bonds in Carboxamides and Sulfonamides
    Li, Zhaodong
    Wang, Qian
    Zhu, Jieping
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (40) : 13288 - 13292
  • [37] Copper-Catalyzed Dehydrogenative Cross-Coupling Reaction between Allylic C-H Bonds and α-C-H Bonds of Ketones or Aldehydes
    Huang, Xing-Fen
    Salman, Muhammad
    Huang, Zhi-Zhen
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (22) : 6618 - 6621
  • [38] Copper-catalyzed electrochemical C-H fluorination
    Hintz, Heather
    Bower, Jamey
    Tang, Jinghua
    LaLama, Matthew
    Sevov, Christo
    Zhang, Shiyu
    [J]. CHEM CATALYSIS, 2023, 3 (01):
  • [39] Copper-Catalyzed Intramolecular C-H Amination
    Barman, Dipti N.
    Nicholas, Kenneth M.
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (05) : 908 - 911
  • [40] Copper-Catalyzed C-H Alkoxylation of Azoles
    Takemura, Noriaki
    Kuninobu, Yoichiro
    Kanai, Motomu
    [J]. ORGANIC LETTERS, 2013, 15 (04) : 844 - 847
12345