One-Pot Three-Component Click Reaction of Cyclic Sulfates and Cyclic Sulfamidates

被引:20
|
作者
Megia-Fernandez, Alicia [1 ]
Ortega-Munoz, Mariano [1 ]
Hernandez-Mateo, Fernando [1 ]
Santoyo-Gonzalez, Francisco [1 ]
机构
[1] Univ Granada, Fac Ciencias, Inst Biotecnol, E-18071 Granada, Spain
关键词
click chemistry; cyclic sulfamidates; cyclic sulfates; cycloadditions; multi-component reactions; 1,4-DISUBSTITUTED 1,2,3-TRIAZOLES; COPPER NANOPARTICLES; TERMINAL ALKYNES; DIAZO TRANSFER; MULTICOMPONENT REACTIONS; REGIOSELECTIVE SYNTHESIS; EFFICIENT SYNTHESIS; AZIDES; CYCLOADDITION; CHEMISTRY;
D O I
10.1002/adsc.201100813
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A one-pot, three-component methodology involving tandem azidation and click copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) of cyclic sulfates or cyclic sulfamidates in the presence of sodium azides and alkynes is reported. The developed protocol takes also advantage of the concomitant use of microwave (MW) irradiation and heterogeneous catalysis. The protocol allows the fast and efficient preparation of (alkyl sulfate)- and (alkyl sulfamidate)-1H-1,2,3-triazoles in a simple manner.
引用
收藏
页码:1797 / 1803
页数:7
相关论文
共 50 条
  • [1] One-pot, three-component synthesis of five-membered cyclic nitrones by addition/cyclization/condensation domino reaction
    Buchlovic, Marian
    Man, Stanislav
    Kislitson, Konstantin
    Mathot, Charlotte
    Potacek, Milan
    TETRAHEDRON, 2010, 66 (10) : 1821 - 1826
  • [2] Three-component one-pot reaction for the synthesis of β-amide ketones
    Luo, Yan-Ping
    Chen, Qiong
    CHEMICAL PAPERS, 2013, 67 (05) : 532 - 537
  • [3] One-pot three-component reaction for the synthesis of α-(aminoethyl)-α,β-enones
    Bertozzi, F
    Gustafsson, M
    Olsson, R
    ORGANIC LETTERS, 2002, 4 (24) : 4333 - 4336
  • [4] Three-component one-pot reaction for the synthesis of β-amide ketones
    Yan-Ping Luo
    Qiong Chen
    Chemical Papers, 2013, 67 : 532 - 537
  • [5] Synthesis of Trifluoromethylated Pyrroles via a One-Pot Three-Component Reaction
    Rahmani, Fariba
    Darehkordi, Ali
    SYNLETT, 2017, 28 (10) : 1224 - 1226
  • [6] Catalytic one-pot, three-component acyl-strecker reaction
    Pan, Subhas Chandra
    List, Benjamin
    SYNLETT, 2007, (02) : 318 - 320
  • [7] Novel One-Pot Three-Component Reaction for the Synthesis of Functionalized Spiroquinazolinones
    Tajbakhsh, Mahdieh
    Ramezanpour, Sorour
    Balalaie, Saeed
    Bijanzadeh, Hamid Reza
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2015, 52 (05) : 1559 - 1564
  • [8] Catalytic Three-Component One-Pot Reaction of Hydrazones, Dihaloarenes, and Amines
    Roche, Maxime
    Hamze, Abdallah
    Brion, Jean-Daniel
    Alami, Mouad
    ORGANIC LETTERS, 2013, 15 (01) : 148 - 151
  • [9] Synthesis of highly functionalized thiophenes by three-component and one-pot reaction
    Hassanabadi, Alireza
    Hosseini-Tabatabaei, Mohammad R.
    JOURNAL OF SULFUR CHEMISTRY, 2012, 33 (03) : 273 - 277
  • [10] A one-pot three-component reaction for the preparation of highly functionalized tryptamines
    Yeo, Se Jeong
    Liu, Yongxiang
    Wang, Xiang
    TETRAHEDRON, 2012, 68 (03) : 813 - 818