Formate-Mediated Cross-Electrophile Reductive Coupling of Aryl Iodides and Bromopyridines

被引：8
|
作者：
Schwartz, Leyah A. [1 ]
Spielmann, Kim [1 ]
Swyka, Robert A. [1 ]
Xiang, Ming [1 ]
Krische, Michael J. [1 ]
机构：
[1] Univ Texas Austin, Dept Chem, Welch Hall,105 E 24th St, Austin, TX 78712 USA
来源：
ISRAEL JOURNAL OF CHEMISTRY | 2021年 / 61卷 / 5-6期
关键词：
cross-electrophile coupling; reductive coupling; rhodium; palladium; formate; C BOND FORMATION; BIPHENYL SYNTHESIS; ALKYL BROMIDES; PALLADIUM; HALIDES; HYDROGEN; CHEMISTRY; CATALYSIS; KINETICS; BIARYLS;
D O I：
10.1002/ijch.202000069
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Two catalytic systems for the formate-mediated cross-electrophile reductive coupling of aryl iodides with 6-bromopyridines are described. Using homogenous rhodium or heterogeneous palladium catalysts, the products of reductive biaryl cross-coupling could be formed in moderate yield with excellent levels of chemoselectivity.
引用
收藏
页码：298 / 301
页数：4
相关论文
共 50 条
  • [41] Cross-Electrophile Coupling of Unactivated Alkyl Chlorides
    Sakai, Holt A.
    Liu, Wei
    Le, Chi 'Chip'
    MacMillan, David W. Cy
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (27) : 11691 - 11697
  • [42] Nickel-Catalyzed Cross-Electrophile Coupling of Aryl Chlorides with Primary Alkyl Chlorides
    Kim, Seoyoung
    Goldfogel, Matthew J.
    Gilbert, Michael M.
    Weix, Daniel J.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (22) : 9902 - 9907
  • [43] Sulfonate Versus Sulfonate: Nickel and Palladium Multimetallic Cross-Electrophile Coupling of Aryl Triflates with Aryl Tosylates
    Kang, Kai
    Huang, Liangbin
    Weix, Daniel J.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2020, 142 (24) : 10634 - 10640
  • [44] Electroreductive Cross-Electrophile Coupling (eXEC) Reactions
    Liu, Yaowen
    Li, Pengfei
    Wang, Yanwei
    Qiu, Youai
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2023, 62 (45)
  • [45] Nickel-catalyzed cross-electrophile coupling reactions of benzylic esters with aryl halides
    Konev, Mikhail
    Jarvo, Elizabeth
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 251
  • [46] Nickel-catalysed cross-electrophile coupling of aryl bromides and primary alkyl bromides
    Gao, Nanxing
    Li, Yanshun
    Teng, Dawei
    RSC ADVANCES, 2022, 12 (06) : 3569 - 3572
  • [47] Sulfone Electrophiles in Cross-Electrophile Coupling: Nickel-Catalyzed Difluoromethylation of Aryl Bromides
    Chi, Benjamin K.
    Gavin, Samantha J.
    Ahern, Benjamin N.
    Peperni, Nikita
    Monfette, Sebastien
    Weix, Daniel J.
    ACS CATALYSIS, 2024, 14 (14): : 11087 - 11100
  • [48] Amine-Borane-Mediated, Nickel/Photoredox-Catalyzed Cross-Electrophile Coupling between Alkyl and Aryl Bromides
    Li, Ke-Rong
    He, Xian-Chen
    Gao, Jie
    Liu, Yan-Ling
    Chen, Hong-Bin
    Xiang, Hao-Yue
    Chen, Kai
    Yang, Hua
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (17): : 12658 - 12667
  • [49] Synthesis of α-Vinyltrialkoxysilanes via Nickel-Mediated Cross-Electrophile Coupling Reactions
    Chindan, Bincy
    Syam, Anagha
    Mahendran, Hariharan
    Rasappan, Ramesh
    ORGANIC LETTERS, 2023, 25 (42) : 7751 - 7756
  • [50] Nickel-catalyzed reductive cross-electrophile coupling reactions of alkyl fluorides for cyclopropane synthesis
    Lucas, Erika
    Erickson, Lucas
    Tollefson, Emily
    Jarvo, Elizabeth
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 254
12345