Synthesis of polyfluoroaryl-containing 1,2,3-triazoles by reaction of polyfluoroarenes, sodium azide and active methylene ketones/esters

被引：5
作者：
Wu, Jingjing [1 ,2 ]
Fu, Dan [3 ]
Cao, Song [2 ,3 ]
机构：
[1] Shanghai Inst Technol, Sch Chem & Environm Engn, Shanghai 201418, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China
[3] E China Univ Sci & Technol, Sch Pharm, Shanghai 200237, Peoples R China
来源：
JOURNAL OF FLUORINE CHEMISTRY | 2014年 / 168卷
基金：
中国国家自然科学基金;
关键词：
Active methylene ketones/esters; Polyfluoroarenes; Sodium azide; Multicomponent reaction; Polyfluoroaryl-containing 1,2,3-triazoles; HIGH-PERFORMANCE; ORGANIC AZIDES; CYCLOADDITION; CHEMISTRY; ACIDS;
D O I：
10.1016/j.jfluchem.2014.10.009
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
A series of polyfluoroaryl-containing 1,4,5-trisubstituted 1,2,3-triazoles were synthesized via a one-pot three-component reaction of polyfluoroarenes, sodium azide and active methylene ketones/esters by using CH3CN/H2O as solvent in the presence of Na2CO3 at room temperature. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码：230 / 235
页数：6
相关论文
共 40 条
  • [1] Regioselective syntheses of fully-substituted 1,2,3-triazoles: the CuAAC/C-H bond functionalization nexus
    Ackermann, Lutz
    Potukuchi, Harish Kumar
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2010, 8 (20) : 4503 - 4513
  • [2] Click Chemistry: 1,2,3-Triazoles as Pharmacophores
    Agalave, Sandip G.
    Maujan, Suleman R.
    Pore, Vandana S.
    [J]. CHEMISTRY-AN ASIAN JOURNAL, 2011, 6 (10) : 2696 - 2718
  • [3] A versatile one-pot synthesis of 4-aryl-1,5-disubstituted 1,2,3-triazoles via 1,3-dipolar cycloaddition followed by Negishi reaction under new conditions
    Akao, Atsushi
    Tsuritani, Takayuki
    Kii, Satoshi
    Sato, Kimihiko
    Nonoyama, Nobuaki
    Mase, Toshiaki
    Yasuda, Nobuyoshi
    [J]. SYNLETT, 2007, (01) : 31 - 36
  • [4] Synthesis of 1,4,5-trisubstituted-1,2,3-triazoles via coupling reaction of diaminomaleonitrile with aromatic diazonium salts
    Al-Azmi, Amal
    Kalarikkal, Anita K.
    [J]. TETRAHEDRON, 2013, 69 (52) : 11122 - 11129
  • [5] C-F Bond Activation in Organic Synthesis
    Amii, Hideki
    Uneyama, Kenji
    [J]. CHEMICAL REVIEWS, 2009, 109 (05) : 2119 - 2183
  • [6] STUDIES IN AZIDE CHEMISTRY .6. SOME REACTIONS OF PERFLUOROAZIDOBENZENE AND PERFLUORO-4-AZIDOTOLUENE
    BANKS, RE
    PRAKASH, A
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1974, (11): : 1365 - 1371
  • [7] Click-enabled heterotrifunctional template for sequential bioconjugations
    Beal, David M.
    Albrow, Victoria E.
    Burslem, George
    Hitchen, Louisa
    Fernandes, Carla
    Lapthorn, Cris
    Roberts, Lee R.
    Selby, Matthew D.
    Jones, Lyn H.
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2012, 10 (03) : 548 - 554
  • [8] Organocatalytic Synthesis of 1,2,3-Triazoles from Unactivated Ketones and Arylazides
    Belkheira, Mokhtaria
    El Abed, Douniazad
    Pons, Jean-Marc
    Bressy, Cyril
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (46) : 12917 - 12921
  • [9] Organic azides:: An exploding diversity of a unique class of compounds
    Bräse, S
    Gil, C
    Knepper, K
    Zimmermann, V
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (33) : 5188 - 5240
  • [10] Facile and efficient synthesis of 4-azidotetrafluoroaniline: A new photoaffinity reagent
    Chehade, KAH
    Spielmann, HP
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (16) : 4949 - 4953
1234