One-step diketopiperazine synthesis using phase transfer catalysis

被引：26
|
作者：
O'Reilly, Elaine [1 ]
Lestini, Elena [1 ]
Baiducci, Daniele [1 ]
Paradisi, Francesca [1 ]
机构：
[1] UCD, Sch Chem & Chem Biol, Ctr Synth & Chem Biol, Dublin 4, Ireland
来源：
TETRAHEDRON LETTERS | 2009年 / 50卷 / 15期
关键词：
Diketopiperazine; Chloroacetamide; Phase transfer catalyst; TEBA; DERIVATIVES; ACIDS; PIPERAZINE-2,5-DIONES; MECHANISM;
D O I：
10.1016/j.tetlet.2009.01.146
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A simple and efficient one-step procedure is described for the synthesis of a number of symmetrical 1,4-disubstituted piperazine-2,5-diones under phase transfer conditions. The reactions are carried out at room temperature, starting from a suitable N-chloroacetamide in the presence of an aqueous Solution of sodium hydroxide. Piperazine-2,5-diones were obtained with excellent selectivity in yields of up to 90%. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1748 / 1750
页数：3
相关论文
共 50 条
  • [1] ONE-STEP POLYMERIZATION OF POLYTRITHIOCARBONATE USING PHASE-TRANSFER CATALYST
    LEUNG, LM
    CHAN, WH
    LEUNG, SK
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1993, 31 (07) : 1799 - 1806
  • [2] Enantiospecific Synthesis of Nepetalactones by One-Step Oxidative NHC Catalysis
    Harnying, Wacharee
    Neudoerfl, Joerg-M.
    Berkessel, Albrecht
    ORGANIC LETTERS, 2020, 22 (02) : 386 - 390
  • [3] Reaction mechanisms and catalysis in the one-step synthesis of methylal via methanol oxidation
    Yuan, Meng
    Dong, Mengru
    Tian, Zhiwei
    Che, Yuanjun
    Tian, Yuanyu
    Qiao, Yingyun
    Zhang, Jinhong
    Li, Dawei
    JOURNAL OF THE ENERGY INSTITUTE, 2022, 103 : 47 - 53
  • [4] One-step synthesis of β-lactams using cyanuric fluoride
    Zarei, Maaroof
    JOURNAL OF CHEMICAL RESEARCH, 2013, (01) : 25 - 27
  • [5] A new, one-step synthesis of 1-heteroaryl-2-alkylaminoethanols
    Ning, Fuqiang
    Anderson, Rosaleen J.
    Hibbs, David E.
    Groundwater, Paul W.
    TETRAHEDRON LETTERS, 2010, 51 (05) : 843 - 845
  • [6] One-step synthesis of 2,3-difluoronaphthalene by the gas-phase co-pyrolysis of styrene with chlorodifluoromethane
    Volchkov, N. V.
    Lipkind, M. B.
    Nefedov, O. M.
    RUSSIAN CHEMICAL BULLETIN, 2019, 68 (06) : 1232 - 1238
  • [7] One-Step Synthesis of Isoquinolinone Compounds
    Wang, Baoqu
    Kong, Lingbin
    Luo, Qin
    Lin, Jun
    Yan, Shengjiao
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2017, 37 (11) : 2972 - 2977
  • [8] Facile one-step synthesis of 2,5-diketopiperazines
    Sun, Xianyu
    Rai, Rachita
    MacKerell, Alexander D., Jr.
    Faden, Alan I.
    Xue, Fengtian
    TETRAHEDRON LETTERS, 2014, 55 (11) : 1905 - 1908
  • [9] One-Step Green Synthesis of Isoeugenol Methyl Ether from Eugenol by Dimethyl Carbonate and Phase-Transfer Catalysts
    Zhang, Zhihai
    Gong, Yin
    Xue, Xinru
    Hu, Mengshuang
    Zhou, Min
    Zhao, Yao
    Hu, Zhiqiang
    MOLECULES, 2024, 29 (02):
  • [10] One-Step Synthesis of 3-Thioacetylsulfolane
    Li, Bryan
    Buzon, Richard A.
    Hritzko, Benjamin
    SYNLETT, 2012, 23 (01) : 131 - 133
12345