Click Synthesis of 1,2,3-Triazole Nucleosides Based on Functionalized Nicotinonitriles

被引:0
|
作者
H. A. Morsy
S. M. Mohammed
A. M. Abdel Hamid
A. H. Moustafa
H. A. El-Sayed
机构
[1] Higher Institution of Engineering & Modern Technology,Department of Chemistry, Faculty of Science
[2] Zagazig University,undefined
来源
关键词
2-oxonicotinonitrile; 1,2,3-triazole; nucleosides; click reaction; antimicrobial activity;
D O I
暂无
中图分类号
学科分类号
摘要
A facile synthesis of a new series of 1,2,3-triazolyl nucleosides via one-pot click reaction is described. Acetylenic nicotinonitriles synthesized previously by alkylation of 4,6-diaryl-2-oxonicotinonitriles with propargyl bromide were involved in cycloaddition with 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl azide in the presence of copper(I) to afford 1,2,3-triazole derivatives which were deprotected by treatment with aqueous triethylamine. The obtained 1,2,3-triazole nucleosides showed significant antimicrobial activities against some Gram-positive and Gram-negative bacteria and fungi.
引用
收藏
页码:143 / 147
页数:4
相关论文
共 50 条
  • [1] Click Synthesis of 1,2,3-Triazole Nucleosides Based on Functionalized Nicotinonitriles
    Morsy, H. A.
    Mohammed, S. M.
    Hamid, A. M. Abdel
    Moustafa, A. H.
    El-Sayed, H. A.
    [J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 56 (01) : 143 - 147
  • [2] Synthesis and Characterization of Azido-Functionalized 1,2,3-Triazole and Fused 1,2,3-Triazole
    Cao, Yupeng
    Huang, Haifeng
    Wang, Limin
    Lin, Xiangyang
    Yang, Jun
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (07): : 4301 - 4308
  • [3] Synthesis and Characterization of Azido-Functionalized 1,2,3-Triazole and Fused 1,2,3-Triazole
    Cao, Yupeng
    Huang, Haifeng
    Wang, Limin
    Lin, Xiangyang
    Yang, Jun
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2023,
  • [4] Synthesis of 1,2,3-triazole 'click' analogues of thalidomide
    Ronnebaum, Jarrid M.
    Luzzio, Frederick A.
    [J]. TETRAHEDRON, 2016, 72 (40) : 6136 - 6141
  • [5] SYNTHESIS OF 1,2,3-TRIAZOLE NUCLEOSIDES .2. SYNTHESIS OF 5-(X-METHYL)RIBOFURANOSYL-1,2,3-TRIAZOLE NUCLEOSIDES
    SCHORKHUBER, W
    ZBIRAL, E
    [J]. CHEMISCHE BERICHTE-RECUEIL, 1981, 114 (09): : 3165 - 3169
  • [6] Synthesis of Boltorn 1,2,3-Triazole Dendrimers by Click Chemistry
    Katritzky, Alan R.
    Song, Yuming
    Sakhuja, Rajeev
    Gyanda, Reena
    Meher, Nabin K.
    Wang, Ling
    Duran, Randolph S.
    Ciaramitaro, David A.
    Bedford, Clifford D.
    [J]. JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2009, 47 (15) : 3748 - 3756
  • [7] Synthesis of novel 1,2,3-triazole based silatranes via "click silylation"
    Singh, Gurjaspreet
    Mangat, Satinderpal Singh
    Singh, Jandeep
    Arora, Aanchal
    Garg, Mridula
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2014, 769 : 124 - 129
  • [8] A highly efficient and selective synthesis of 1,2,3-triazole linked saccharide nucleosides via "click chemistry"
    Ding, Haixin
    Yang, Ruchun
    Song, Yang
    Xiao, Qiang
    Wu, Jun
    [J]. NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2008, 27 (04): : 368 - 375
  • [9] Corey lactone as key precursor for a facile synthesis of novel 1,2,3-triazole carbocyclic nucleosides via Click Chemistry
    Gonzalez-Gonzalez, Carlos A.
    Fuentes-Benitez, Aydee
    Cuevas-Yanez, Erick
    Corona-Becerril, David
    Gonzalez-Romero, Carlos
    Gonzalez-Calderon, Davir
    [J]. TETRAHEDRON LETTERS, 2013, 54 (21) : 2726 - 2728
  • [10] Synthesis by Click Reactions and Antiplasmodial Activity of Lupeol 1,2,3-Triazole Derivatives
    Borgati, Tatiane F.
    Pereira, Guilherme R.
    Brandao, Geraldo C.
    Santos, Juliana O.
    Fernandes, Dayane Aparecida M.
    de Paula, Renata C.
    do Nascimento, Maria Fernanda A.
    Soares, Luciana F.
    Lopes, Julio Cesar D.
    de Souza Filho, Jose D.
    de Oliveira, Alaide B.
    [J]. JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2017, 28 (10) : 1850 - 1856