Click chemistry from organic halides, diazonium salts and anilines in water catalysed by copper nanoparticles on activated carbon

被引:156
作者
Alonso, Francisco [1 ,2 ]
Moglie, Yanina [1 ,2 ]
Radivoy, Gabriel [3 ]
Yus, Miguel [1 ,2 ]
机构
[1] Univ Alicante, Fac Ciencias, Dept Quim Organ, Alicante 03080, Spain
[2] Univ Alicante, Inst Sintesis Organ ISO, Alicante 03080, Spain
[3] Univ Nacl Sur, Inst Quim INQUISURCONICET, Dept Quim, RA-8000 Bahia Blanca, Buenos Aires, Argentina
关键词
TERMINAL ALKYNES; METAL NANOPARTICLES; OXIDE NANOPARTICLES; AZIDE; CYCLOADDITION; REDUCTION; GREEN; REARRANGEMENT;
D O I
10.1039/c1ob05735a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An easy-to-prepare, reusable and versatile catalyst consisting of oxidised copper nanoparticles on activated carbon has been fully characterised and found to effectively promote the multicomponent synthesis of 1,2,3-triazoles from organic halides, diazonium salts, and aromatic amines in water at a low copper loading.
引用
收藏
页码:6385 / 6395
页数:11
相关论文
共 62 条
  • [1] Triazolopyridines 20. Hydrogenation reactions
    Abarca, B
    Ballesteros, R
    Elmasnouy, M
    [J]. TETRAHEDRON, 1999, 55 (44) : 12881 - 12884
  • [2] Active nickel-based reduction of organic compounds
    Alonso, F
    Radivoy, G
    Yus, M
    [J]. RUSSIAN CHEMICAL BULLETIN, 2003, 52 (12) : 2563 - 2576
  • [3] Hydrodehalogenation of organic halides using the CuCl2.2H2O-Li-arene(cat.) combination
    Alonso, F
    Moglie, Y
    Radivoy, G
    Vitale, C
    Yus, M
    [J]. APPLIED CATALYSIS A-GENERAL, 2004, 271 (1-2) : 171 - 176
  • [4] The NiCl2-Li-arene(cat.) combination: A versatile reducing mixture
    Alonso, F
    Yus, M
    [J]. CHEMICAL SOCIETY REVIEWS, 2004, 33 (05) : 284 - 293
  • [5] Alonso F, 2003, SYNTHESIS-STUTTGART, P443
  • [6] New synthetic methodologies based on active transition metals
    Alonso, Francisco
    Yust, Miguel
    [J]. PURE AND APPLIED CHEMISTRY, 2008, 80 (05) : 1005 - 1012
  • [7] Nickel Nanoparticles in Hydrogen Transfer Reactions
    Alonso, Francisco
    Riente, Paola
    Yus, Miguel
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2011, 44 (05) : 379 - 391
  • [8] Homocoupling of Terminal Alkynes Catalysed by Ultrafine Copper Nanoparticles on Titania
    Alonso, Francisco
    Melkonian, Taki
    Moglie, Yanina
    Yus, Miguel
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (13) : 2524 - 2530
  • [9] Multicomponent Synthesis of 1,2,3-Triazoles in Water Catalyzed by Copper Nanoparticles on Activated Carbon
    Alonso, Francisco
    Moglie, Yanina
    Radivoy, Gabriel
    Yus, Miguel
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (18) : 3208 - 3214
  • [10] Unsupported Copper Nanoparticles in the 1,3-Dipolar Cycloaddition of Terminal Alkynes and Azides
    Alonso, Francisco
    Moglie, Yanina
    Radivoy, Gabriel
    Yus, Miguel
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 2010 (10) : 1875 - 1884