C-N Bond Formation Using Paraformaldehyde as C1 Source - Recent Advances

被引:3
|
作者
Guo, Zhiqiang [1 ]
Wu, Jinglong [2 ]
Wei, Xuehong [1 ]
机构
[1] Shanxi Univ, Sci Instrument Ctr, Taiyuan 030006, Peoples R China
[2] Shanxi Univ, Sch Chem & Chem Engn, Taiyuan 030006, Peoples R China
关键词
Amines; C-N bonds; N-methylation reaction; Nitrogen-containing compounds; Polyformaldehyde; HYDROGEN MECHANISTIC INSIGHTS; REDUCTIVE AMINATION; NITRO-COMPOUNDS; SELECTIVE MONOMETHYLATION; DIMETHYL CARBONATE; PRIMARY AMINES; METHYLATION; METHANOL; FORMALDEHYDE; WATER;
D O I
10.1002/ajoc.202300553
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Recently, polyformaldehyde (PFA) has been used as C1 source to synthesize a series of value-added compounds due to its low price, stability, low level of toxicity and easy operation. Exploiting paraformaldehyde as C1 source, rather than using traditional methylation reagent to develop benign N-methylation reactions, can be more environment-friendly and make the chemical industry more sustainable. In this paper, the chemical transformation of polyformaldehyde and a new strategy of methylating polyformaldehyde with amine compound to methylamine compound are reviewed. These methods will provide a reference for researchers to synthesize a large number of methylamine compounds in a short reaction by using paraformaldehyde as a single carbon source.
引用
收藏
页数:15
相关论文
共 50 条
  • [1] Manganese-Catalyzed C-N Bond Formation with Methanol as a C1 Source
    Kusakabe, Taichi
    [J]. JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 2018, 76 (06) : 622 - 623
  • [2] Recent Advances on CO2 Utilization as C1 Building Block in C-N and C-O Bond Formation
    Beydoun, Kassem
    Klankermayer, Juergen
    [J]. ORGANOMETALLICS FOR GREEN CATALYSIS, 2019, 63 : 39 - 76
  • [3] Recent Advances in Photocatalytic C-N Bond Coupling Reactions
    Chan, Chun-Ming
    Chow, Yip-Chi
    Yu, Wing-Yiu
    [J]. SYNTHESIS-STUTTGART, 2020, 52 (20): : 2899 - 2921
  • [4] Recent Innovative Strategies for the Synthesis of Amines: From C-N Bond Formation to C-N Bond Activation
    Krueger, Karolin
    Tillack, Annegret
    Beller, Matthias
    [J]. CHEMSUSCHEM, 2009, 2 (08) : 715 - 717
  • [5] Synthesis of Drugs and Biorelevant N-heterocycles Employing Recent Advances in C-N Bond Formation
    Sofi, Firdoos Ahmad
    Bharatam, Prasad, V
    [J]. CURRENT ORGANIC CHEMISTRY, 2020, 24 (20) : 2293 - 2340
  • [6] Recent developments in the difunctionalization of alkenes with C-N bond formation
    Chen, Xiang
    Xiao, Fang
    He, Wei-Min
    [J]. ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (18) : 5206 - 5228
  • [7] Recent Advances for the C-C and C-N Bond Formation in the Synthesis of 1-Phenethyl-tetrahydroisoquinoline, Aporphine, Homoaporphine, and β-Carboline Alkaloids
    Puerto Galvis, Carlos E.
    Kouznetsov, Vladimir V.
    [J]. SYNTHESIS-STUTTGART, 2017, 49 (20): : 4535 - 4561
  • [8] Recent achievements in copper catalysis for C-N bond formation
    Averin, Alexei D.
    Abel, Anton S.
    Grigorova, Olga K.
    Latyshev, Gennadij, V
    Kotovshchikov, Yury N.
    Mitrofanov, Alexander Yu
    Bessmertnykh-Lemeune, Alla
    Beletskaya, Irina P.
    [J]. PURE AND APPLIED CHEMISTRY, 2020, 92 (08) : 1181 - 1199
  • [9] Recent Advances in Tetrabutylammonium lodide/t-BuOOH Promoted C-N Bond Formation
    Huang, Yiling
    Bao, Wenhui
    Zhu, Wenming
    Wei, Wenting
    [J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2018, 38 (04) : 752 - 759
  • [10] Recent advances in biocatalytic C-N bond-forming reactions
    Yin, Hong-Ning
    Wang, Peng-Cheng
    Liu, Zhen
    [J]. BIOORGANIC CHEMISTRY, 2024, 144