Salt-free synthesis of tertiary amines by ruthenium-catalyzed amination of alcohols

被引:105
|
作者
Tillack, Annegret [1 ]
Hollmann, Dirk [1 ]
Mevius, Kathleen [1 ]
Michalik, Dirk [1 ]
Baehn, Sebastian [1 ]
Beller, Matthias [1 ]
机构
[1] Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany
关键词
ruthenium; amination; alcohols;
D O I
10.1002/ejoc.200800671
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The amination of secondary alcohols to give tertiary amines in the presence of different in situ generated ruthenium catalysts has been investigated in detail. By applying a combination of [Ru-3(CO)(12)] and N-phenyl-2-(dicyclohexylphosphanyl)pyrrole as the catalyst, cyclic amines can be alkylated with different alcohols in high yield, whereas aliphatic amines gave transalkylation side products. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008).
引用
收藏
页码:4745 / 4750
页数:6
相关论文
共 50 条
  • [21] Simple ruthenium-catalyzed reductive amination enables the synthesis of a broad range of primary amines
    Senthamarai, Thirusangumurugan
    Murugesan, Kathiravan
    Schneidewind, Jacob
    Kalevaru, Narayana V.
    Baumann, Wolfgang
    Neumann, Helfried
    Kamer, Paul C. J.
    Beller, Matthias
    Jagadeesh, Rajenahally V.
    NATURE COMMUNICATIONS, 2018, 9
  • [22] Using Aqueous Ammonia in Hydroaminomethylation Reactions: Ruthenium-Catalyzed Synthesis of Tertiary Amines
    Wu, Lipeng
    Fleischer, Ivana
    Zhang, Min
    Liu, Qiang
    Franke, Robert
    Jackstell, Ralf
    Beller, Matthias
    CHEMSUSCHEM, 2014, 7 (12) : 3260 - 3263
  • [23] A general ruthenium-catalyzed synthesis of aromatic Amines
    Hollmann, Dirk
    Baehn, Sebastian
    Tillack, Annegret
    Beller, Matthias
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (43) : 8291 - 8294
  • [24] Ruthenium-Catalyzed Amination of Secondary Alcohols Using Borrowing Hydrogen Methodology
    Marichev, Kostiantyn O.
    Takacs, James M.
    ACS CATALYSIS, 2016, 6 (04): : 2205 - 2210
  • [25] Ruthenium-Catalyzed Direct Asymmetric Reductive Amination for the Synthesis of Chiral Diarylmethylamines and Sterically Hindered Amines
    Huang, Haizhou
    Chang, Mingxin
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2020, 40 (06) : 1802 - 1803
  • [26] Ruthenium-Catalyzed Tertiary Amine Formation from Nitroarenes and Alcohols
    Feng, Chao
    Liu, Yong
    Peng, Shengming
    Shuai, Qi
    Deng, Guojun
    Li, Chao-Jun
    ORGANIC LETTERS, 2010, 12 (21) : 4888 - 4891
  • [27] Ruthenium-Catalyzed Synthesis of Highly Substituted Pyrroles from 1-Vinylpropargyl Alcohols and Amines
    Thies, Nora
    Gerlach, Martin
    Haak, Edgar
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (32) : 7354 - 7365
  • [28] Aerobic ruthenium-catalyzed oxidative cyanation of tertiary amines with sodium cyanide
    Murahashi, SI
    Komiya, N
    Terai, H
    Nakae, T
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (50) : 15312 - 15313
  • [29] Aerobic Ruthenium-Catalyzed Oxidative Cyanation of Tertiary Amines with Sodium Cyanide
    Murahashi, Shun-Ichi
    Komiya, Naruyoshi
    Terai, Hiroyuki
    Nakae, Takahiro
    1600, American Chemical Society (125):
  • [30] Towards a general ruthenium-catalyzed hydrogenation of secondary and tertiary amides to amines
    Cabrero-Antonino, Jose R.
    Alberico, Elisabetta
    Junge, Kathrin
    Junge, Henrik
    Beller, Matthias
    CHEMICAL SCIENCE, 2016, 7 (05) : 3432 - 3442