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
  • [31] Selective Catalytic sp3 C-O Bond Cleavage with C-N Bond Formation in 3-Alkoxy-1-propanols
    Chen, Cheng
    Hong, Soon Hyeok
    ORGANIC LETTERS, 2012, 14 (12) : 2992 - 2995
  • [32] Copper-Catalyzed Oxidative C-H Bond Functionalization of N-Allylbenzamide for Regioselective C-N and C-O Bond Formation
    Ranjith, Jala
    Krishna, Palakodety Radha
    CHEMISTRY-AN ASIAN JOURNAL, 2019, 14 (09) : 1448 - 1451
  • [33] Aryl C-N bond formation by electrophilic amination of diarylcadmium reagents with O-substituted ketoximes
    Daskapan, Tahir
    Korkmaz, Adem
    SYNTHETIC COMMUNICATIONS, 2016, 46 (09) : 813 - 817
  • [34] Chromium-catalyzed sustainable C-C and C-N bond formation: C-alkylation and Friedländer quinoline synthesis using alcohols
    Atreya, Vaishnavi
    Jalwal, Sachin
    Chakraborty, Subrata
    DALTON TRANSACTIONS, 2025, 54 (03) : 1212 - 1221
  • [35] Recent advances in C(sp3)-N bond formation via metallaphoto-redox catalysis
    Zhang, Juan
    Huan, Xiao-Die
    Wang, Xin
    Li, Guo-Qing
    Xiao, Wen-Jing
    Chen, Jia-Rong
    CHEMICAL COMMUNICATIONS, 2024, 60 (50) : 6340 - 6361
  • [36] Halogen-Mediated Electrochemical C-N Bond Construction of Amine
    Xie, Yu-Yang
    Zhang, Zhang
    Wang, Ying-Chun
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2025,
  • [37] Synthesis of N-Arylpyrrolidines Using CO2 as C1 Source
    Zhou, Yujia
    Kong, Qiao
    Zhu, Daoyong
    Wang, Shaohua
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2024, 44 (10) : 3185 - 3197
  • [38] Catalyst-free C-N bond formation under biocompatible reaction conditions
    Goh, Jeffrey
    Ong, Seng Kheong
    Tan, Yan Sheng
    Loh, Teck-Peng
    GREEN CHEMISTRY, 2022, 24 (08) : 3321 - 3325
  • [39] Oxidovanadium(IV) sulfate catalyses light-driven C-N bond formation
    Gaspa, Silvia
    Sciortino, Giuseppe
    Porcheddu, Andrea
    Dell'Osa, Chiara
    Satta, Giuseppe
    Azzena, Ugo
    Pisano, Luisa
    Carraro, Massimo
    Sanna, Daniele
    Garribba, Eugenio
    Maseras, Feliu
    De Luca, Lidia
    MOLECULAR CATALYSIS, 2023, 541
  • [40] Methanol as a C1 Source for the Synthesis of 1,3-Polyheterocyclic Systems
    Molteni, Letizia
    Beccalli, Egle M.
    Castoldi, Laura
    Broggini, Gianluigi
    Loro, Camilla
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 26 (48)