POLYETHYLENE GLYCOL-ENHANCED CHEMOSELECTIVE SYNTHESIS OF ORGANIC CARBAMATES FROM AMINES, CO2, AND ALKYL HALIDES

被引:25
|
作者
Kong, De-Lin
He, Liang-Nian [1 ]
Wang, Jin-Quan
机构
[1] Nankai Univ, State Key Lab, Tianjin 300071, Peoples R China
基金
中国国家自然科学基金;
关键词
Amine; carbon dioxide; organic carbamate; polyethylene glycol; potassium carbonate; AQUEOUS BIPHASIC SYSTEMS; CARBON-DIOXIDE; POLY(ETHYLENE GLYCOL); HIGHLY EFFICIENT; REACTIVE EXTRACTION; UREA DERIVATIVES; ONE-POT; SOLVENT; URETHANES; OXIDATION;
D O I
10.1080/00397911.2010.517890
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and environmentally benign method for the synthesis of organic carbamates was developed. Amines, CO2, and alkyl halides underwent a three-component reaction with the aid of K2CO3 and polyethylene glycol (PEG, MW 400), affording the organic carbamates under ambient conditions. PEG could presumably act as a solvent and phase-transfer catalyst (PTC). Notably, the presence of PEG could also depress the alkylation of both the amine and the carbamate, thus resulting in enhanced selectivity toward the target carbamate. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.
引用
收藏
页码:3298 / 3307
页数:10
相关论文
共 50 条
  • [1] Continuous Synthesis of Carbamates from CO2 and Amines
    Stagel, Kristof
    Ielo, Laura
    Bica-Schroder, Katharina
    ACS OMEGA, 2023, 8 (50): : 48444 - 48450
  • [2] Green synthesis of carbamates from CO2, amines and alcohols
    Ion, Angelica
    Van Doorslaer, Charlie
    Parvulescu, Vasile
    Jacobs, Pierre
    De Vos, Dirk
    GREEN CHEMISTRY, 2008, 10 (01) : 111 - 116
  • [3] Chemoselective Synthesis of Carbamates using CO2 as Carbon Source
    Riemer, Daniel
    Hirapara, Pradipbhai
    Das, Shoubhik
    CHEMSUSCHEM, 2016, 9 (15) : 1916 - 1920
  • [4] Polymer- and Carbon Nanotube-Supported Heterogeneous Catalysts for the Synthesis of Carbamates from Halides, Amines, and CO2
    Krawczyk, Tomasz
    Jasiak, Katarzyna
    Kokolus, Aneta
    Baj, Stefan
    CATALYSIS LETTERS, 2016, 146 (07) : 1163 - 1168
  • [5] Polymer- and Carbon Nanotube-Supported Heterogeneous Catalysts for the Synthesis of Carbamates from Halides, Amines, and CO2
    Tomasz Krawczyk
    Katarzyna Jasiak
    Aneta Kokolus
    Stefan Baj
    Catalysis Letters, 2016, 146 : 1163 - 1168
  • [6] Parallel Synthesis of Ureas and Carbamates from Amines and CO2 under Mild Conditions
    Peterson, Scott L.
    Stucka, Sabrina M.
    Dinsmore, Christopher J.
    ORGANIC LETTERS, 2010, 12 (06) : 1340 - 1343
  • [7] Heterogeneous CeO2 catalyst for the one-pot synthesis of organic carbamates from amines, CO2 and alcohols
    Honda, Masayoshi
    Sonehara, Satoru
    Yasuda, Hiroshi
    Nakagawa, Yoshinao
    Tomishige, Keiichi
    GREEN CHEMISTRY, 2011, 13 (12) : 3406 - 3413
  • [8] Library technique for the synthesis of ureas and carbamates from amines and CO2 under mild conditions
    Stucka, Sabrina M.
    Peterson, Scott L.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 239
  • [9] Halogen-Free Synthesis of Carbamates from CO2 and Amines Using Titanium Alkoxides
    Choi, Jun-Chul
    Yuan, Hao-Yu
    Fukaya, Norihisa
    Onozawa, Syun-ya
    Zhang, Qiao
    Choi, Seong Jib
    Yasuda, Hiroyuki
    CHEMISTRY-AN ASIAN JOURNAL, 2017, 12 (12) : 1297 - 1300
  • [10] Nickel-catalyzed coupling of CO2 and amines:: improved synthesis of carbamates
    Niu, Dong Fang
    Zhang, Li
    Xiao, Li Ping
    Luo, Yi Wen
    Lu, Jia Xing
    APPLIED ORGANOMETALLIC CHEMISTRY, 2007, 21 (11) : 941 - 944