Ni-Catalyzed Carboxylation of Unactivated Primary Alkyl Bromides and Sulfonates with CO2

被引:0
|
作者
Liu, Yu [1 ]
Cornella, Josep [1 ]
Martin, Ruben [1 ,2 ]
机构
[1] Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
[2] Passeig Lluis Co 23, Catalan Inst Res & Adv Studies ICREA, Barcelona 08010, Spain
基金
欧洲研究理事会;
关键词
CROSS-COUPLING REACTIONS; CARBON-DIOXIDE; REDUCTIVE CARBOXYLATION; ARYL BROMIDES; ZINC HALIDES; REAGENTS; BONDS; ACIDS; ELECTROPHILES; TRANSFORMATION;
D O I
10.1021/ja05064586
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A Ni-catalyzed carboxylation of unactivated primary alkyl bromides and sulfonates with CO2 at atmospheric pressure is described. The method is characterized by its mild conditions and remarkably wide scope without the need for air- or moisture-sensitive reagents, which make it a user-friendly and operationally simple protocol en route to carboxylic acids.
引用
收藏
页码:11212 / 11215
页数:4
相关论文
共 50 条
  • [1] Ni-Catalyzed Carboxylation of Unactivated Alkyl Chlorides with CO2
    Borjesson, Marino
    Moragas, Toni
    Martin, Ruben
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (24) : 7504 - 7507
  • [2] Ni-Catalyzed Divergent Cyclization/Carboxylation of Unactivated Primary and Secondary Alkyl Halides with CO2
    Wang, Xueqiang
    Liu, Yu
    Martin, Ruben
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (20) : 6476 - 6479
  • [3] Ni-Catalyzed Direct Carboxylation of an Unactivated C-H Bond with CO2
    Pei, Chunzhe
    Zong, Jiarui
    Han, Shanglin
    Li, Bin
    Wang, Baiquan
    ORGANIC LETTERS, 2020, 22 (17) : 6897 - 6902
  • [4] Ni-catalyzed direct carboxylation of unactivated alkyl electrophiles with carbon dioxide
    Zhang, Wenzhen
    Guo, Chunxiao
    Lu, Xiaobing
    CHINESE JOURNAL OF CATALYSIS, 2016, 37 (02) : 215 - 217
  • [5] Kinetically-Controlled Ni-Catalyzed Direct Carboxylation of Unactivated Secondary Alkyl Bromides without Chain Walking
    Davies, Jacob
    Lyonnet, Julien R.
    Carvalho, Bjorn
    Sahoo, Basudev
    Day, Craig S.
    Julia-Hernandez, Francisco
    Duan, Yaya
    Velasco-Rubio, Alvaro
    Obst, Marc
    Norrby, Per-Ola
    Hopmann, Kathrin H.
    Martin, Ruben
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2024, 146 (03) : 1753 - 1759
  • [6] Regioselective Ni-Catalyzed reductive alkylsilylation of acrylonitrile with unactivated alkyl bromides and chlorosilanes
    Jinwei Sun
    Yongze Zhou
    Rui Gu
    Xin Li
    Ao Liu
    Xuan Zhang
    Nature Communications, 13
  • [7] Regioselective Ni-Catalyzed reductive alkylsilylation of acrylonitrile with unactivated alkyl bromides and chlorosilanes
    Sun, Jinwei
    Zhou, Yongze
    Gu, Rui
    Li, Xin
    Liu, Ao
    Zhang, Xuan
    NATURE COMMUNICATIONS, 2022, 13 (01)
  • [8] Ni-Catalyzed Direct Carboxylation of Benzyl Halides with CO2
    Leon, Thierry
    Correa, Arkaitz
    Martin, Ruben
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (04) : 1221 - 1224
  • [9] Ni-catalyzed direct carboxylation of benzyl halides with CO2
    Martin, R. (rmartinromo@iciq.es), 1600, American Chemical Society (135):
  • [10] Ni-Catalyzed Reductive Homocoupling of Unactivated Alkyl Bromides at Room Temperature and Its Synthetic Application
    Peng, Yu
    Luo, Long
    Yan, Chang-Song
    Zhang, Jian-Jian
    Wang, Ya-Wen
    JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (21): : 10960 - 10967