Synthesis of 1,2,3-triazoles from heterocyclic α-nitro azides

被引:0
|
作者
D. V. Katorov
G. F. Rudakov
I. N. Katorova
A. V. Yakushkov
D. P. Simonov
V. F. Zhilin
机构
[1] D. I. Mendeleyev University of Chemical Technology of Russia,
来源
Russian Chemical Bulletin | 2012年 / 61卷
关键词
geminal nitro azides; 1,3-dipolar cycloaddition; 1,2,3-triazoles;
D O I
暂无
中图分类号
学科分类号
摘要
Noncatalytic and Cu(I)-catalyzed dipolar cycloadditions of heterocyclic a-nitro azides to substituted alkynes were studied. Catalytic cyclization gave 1,4-disubstituted triazoles only. The effect of the substituents in alkynes and that of the nature of the starting heterocycles on the isomer ratio of triazoles were examined. New representatives of 1,2,3-triazoles were obtained; their physicochemical properties were studied. A comparative analysis of the spectral characteristics of the resulting regioisomeric triazole derivatives was performed.
引用
收藏
页码:2114 / 2123
页数:9
相关论文
共 50 条
  • [1] Synthesis of 1,2,3-triazoles from heterocyclic α-nitro azides
    Katorov, D. V.
    Rudakov, G. F.
    Katorova, I. N.
    Yakushkov, A. V.
    Simonov, D. P.
    Zhilin, V. F.
    RUSSIAN CHEMICAL BULLETIN, 2012, 61 (11) : 2114 - 2123
  • [2] Synthesis of 1,2,3-triazoles by cycloadditions of azides with enol ethers
    Roque, DR
    Neill, JL
    Antoon, JW
    Stevens, EP
    SYNTHESIS-STUTTGART, 2005, (15): : 2497 - 2502
  • [3] SYNTHESIS OF 4-NITRO-1,2,3-TRIAZOLES
    VERESHCHAGIN, LI
    NIKITIN, VM
    MESHCHERYAKOV, VI
    GAREEV, GA
    KIRILLOVA, LP
    SHULGINA, VM
    ZHURNAL ORGANICHESKOI KHIMII, 1989, 25 (08): : 1744 - 1747
  • [4] Synthesis and Reactivity of Sulfamoyl Azides and 1-Sulfamoyl-1,2,3-triazoles
    Culhane, Jeffrey C.
    Fokin, Valery V.
    ORGANIC LETTERS, 2011, 13 (17) : 4578 - 4580
  • [5] Synthesis of 1,2,3-triazoles
    Dolly
    Batanero, B
    Barba, F
    HETEROCYCLES, 2004, 63 (05) : 1175 - 1180
  • [6] SYNTHESIS OF 1,2,3-TRIAZOLES
    ANANTHANARAYANAN, C
    RAMAKRISHNAN, VT
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1989, 28 (03): : 228 - 230
  • [7] 1,2,3-Triazoles from carbonyl azides and alkynes: filling the gap
    Haldon, Estela
    Alvarez, Eleuterio
    Nicasio, M. Carmen
    Perez, Pedro J.
    CHEMICAL COMMUNICATIONS, 2014, 50 (64) : 8978 - 8981
  • [8] Synthesis and properties of nitro-1,2,3-triazoles (Review)
    Vereschagin, L. I.
    Pokatilov, F. A.
    Kizhnyaev, V. N.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2008, 44 (01) : 1 - 19
  • [9] Synthesis and properties of nitro-1,2,3-triazoles (Review)
    L. I. Vereschagin
    F. A. Pokatilov
    V. N. Kizhnyaev
    Chemistry of Heterocyclic Compounds, 2008, 44
  • [10] Synthesis of 1,2,3-triazoles using Grignard reactions through the protection of azides
    Namioka, Rina
    Suzuki, Minori
    Yoshida, Suguru
    FRONTIERS IN CHEMISTRY, 2023, 11