Reductive amination of ketones/aldehydes with amines using BH3N(C2H5)3 as a reductant

被引:13
|
作者
Zou, Qizhuang [1 ]
Liu, Fei [1 ]
Zhao, Tianxiang [1 ]
Hu, Xingbang [2 ]
机构
[1] Guizhou Univ, Sch Chem & Chem Engn, Key Lab Green Chem & Clean Energy Technol, Guiyang 550025, Peoples R China
[2] Nanjing Univ, Sch Chem & Chem Engn, Nanjing 210093, Jiangsu, Peoples R China
关键词
RUTHENIUM NANOPARTICLES; HORSERADISH-PEROXIDASE; MOLECULAR-HYDROGEN; N-FORMYLATION; BORIC-ACID; CATALYST; NMR; CHEMISTRY; CO2;
D O I
10.1039/d1cc02618f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Herein, we report the first example of efficient reductive amination of ketones/aldehydes with amines using BH3N(C2H5)(3) as a catalyst and a reductant under mild conditions, affording various tertiary and secondary amines in excellent yields. A mechanistic study indicates that BH3N(C2H5)(3) plays a dual function role of promoting imine and iminium formation and serving as a reductant in reductive amination.
引用
收藏
页码:8588 / 8591
页数:4
相关论文
共 50 条
  • [1] Catalyst-free hierarchical reduction of CO2 with BH3N(C2H5)3 for selective N-methylation and N-formylation of amines
    Zou, Qizhuang
    Yi, Yun
    Zhao, Tianxiang
    Liu, Fei
    Kang, Chao
    Hu, Xingbang
    JOURNAL OF CO2 UTILIZATION, 2021, 50
  • [2] B(C6F5)3-Catalyzed Asymmetric Reductive Amination of Ketones with Ammonia Borane
    Pan, Zhentao
    Shen, Leixin
    Song, Dingguo
    Xie, Zhen
    Ling, Fei
    Zhong, Weihui
    JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (19) : 11502 - 11509
  • [3] Flow synthesis of secondary amines over Ag/Al2O3 catalyst by one-pot reductive amination of aldehydes with nitroarenes
    Artiukha, Ekaterina A.
    Nuzhdin, Alexey L.
    Bukhtiyarova, Galina A.
    Bukhtiyarov, Valerii I.
    RSC ADVANCES, 2017, 7 (72): : 45856 - 45861
  • [4] Molecular Motions of [N(C2H5)(4)](+) and [N(CH3)(4)](+) ions by H-1 Nuclear Magnetic Resonance Relaxation in [N(C2H5)(4)](2)CoCl4 and [N(CH3)(4)](2)CoCl4 Single Crystals
    Yoon, Sua
    Lim, Ae Ran
    JOURNAL OF THE KOREAN MAGNETIC RESONANCE SOCIETY, 2011, 15 (02): : 146 - 156
  • [5] Electrical characterization of the [N(CH3)4][N(C2H5)4]ZnCl4 compound
    Karim Karoui
    Abdallah Ben Rhaiem
    Kamel Guidara
    Ionics, 2011, 17 : 517 - 525
  • [6] Electrical characterization of the [N(CH3)4][N(C2H5)4]ZnCl4 compound
    Karoui, Karim
    Ben Rhaiem, Abdallah
    Guidara, Kamel
    IONICS, 2011, 17 (06) : 517 - 525
  • [7] Direct Synthesis of N-formamides by Integrating Reductive Amination of Ketones and Aldehydes with CO2 Fixation in a Metal-Organic Framework
    Huang, Wenyuan
    Mei, Qingqing
    Xu, Shaojun
    An, Bing
    He, Meng
    Li, Jiangnan
    Chen, Yinlin
    Han, Xue
    Luo, Tian
    Guo, Lixia
    Hurd, Joseph
    Lee, Daniel
    Tillotson, Evan
    Haigh, Sarah
    Walton, Alex
    Day, Sarah
    Natrajan, Louise
    Schroeder, Martin
    Yang, Sihai
    CHEMISTRY-A EUROPEAN JOURNAL, 2024, 30 (07)
  • [8] Facile and Efficient Synthesis of Primary Amines via Reductive Amination over a Ni/Al2O3 Catalyst
    Dong, Chenglong
    Wu, Yushan
    Wang, Hongtao
    Peng, Jiebang
    Li, Yanzhi
    Samart, Chanatip
    Ding, Mingyue
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2021, 9 (21): : 7318 - 7327
  • [9] Main-Group-Catalyzed Reductive Alkylation of Multiply Substituted Amines with Aldehydes Using H2
    Hoshimoto, Yoichi
    Kinoshita, Takuya
    Hazra, Sunit
    Ohashi, Masato
    Ogoshi, Sensuke
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2018, 140 (23) : 7292 - 7300
  • [10] Phase Behavior of the [N(C2H5)4][BF4]-[N(C3H7)4][BF4] Binary System
    Wang, Yushen
    Nonaka, Ryojun
    Matsumoto, Kazuhiko
    Hagiwara, Rika
    ELECTROCHEMISTRY, 2018, 86 (02) : 52 - 56