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Volumn 12, Issue 12, 2010, Pages 2127-2130

A highly efficient copper(I) catalyst for the 1,3-dipolar cycloaddition of azides with terminal and 1-iodoalkynes in water: Regioselective synthesis of 1,4-disubstituted and 1,4,5-trisubstituted 1,2,3-triazoles

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EID: 78649891024     PISSN: 14639262     EISSN: 14639270     Source Type: Journal    
DOI: 10.1039/c0gc00342e     Document Type: Article
Times cited : (125)

References (56)
  • 5
    • 0004101860 scopus 로고
    • R. Huisgen and A. Pawda, Wiley, New York
    • 1,3-Dipolar Cycloaddition Chemistry, ed. R. Huisgen and A. Pawda, Wiley, New York, 1984, 1–176.
    • (1984) 1,3-Dipolar Cycloaddition Chemistry , pp. 1-176
  • 10
    • 78649832211 scopus 로고    scopus 로고
    • Special thematic issue
    • Special thematic issue: QSAR Comb. Sci., 2007, 26, 1110.
    • (2007) QSAR Comb. Sci. , pp. 1110
  • 23
    • 33750002217 scopus 로고    scopus 로고
    • Copper(I) complexes containing N-heterocyclic carbenes have been described as active catalysts for triazole “click” reactions
    • Copper(I) complexes containing N-heterocyclic carbenes have been described as active catalysts for triazole “click” reactions: S. Díez-González A. Correa L. Cavallo S. P. Nolan Chem.–Eur. J. 2006 12 7558.
    • (2006) Chem.–Eur. J. , vol.12 , pp. 7558
    • Díez-González, S.1    Correa, A.2    Cavallo, L.3    Nolan, S.P.4
  • 34
    • 23944462604 scopus 로고    scopus 로고
    • For recent examples of cycloaddition reactions using water as the solvent, see, for example
    • For recent examples of cycloaddition reactions using water as the solvent, see, for example: Z.-Y. Yan Y.-B. Zhao M.-J. Fan W.-M. Liu Y. M. Liang Tetrahedron 2005 61 9331.
    • (2005) Tetrahedron , vol.61 , pp. 9331
    • Yan, Z.-Y.1    Zhao, Y.-B.2    Fan, M.-J.3    Liu, W.-M.4    Liang, Y.M.5
  • 38
    • 85032780673 scopus 로고    scopus 로고
    • One further example using the internal alkyne 3-hexyne has been described, but no acceleration rate was observed in water (ref. 8a)
    • One further example using the internal alkyne 3-hexyne has been described, but no acceleration rate was observed in water (ref. 8a).
  • 39
    • 20344373411 scopus 로고    scopus 로고
    • Although several syntheses of iodotriazoles are known, stoichiometric amounts of copper derivatives and reactive electrophilic iodinating reagents are required
    • Although several syntheses of iodotriazoles are known, stoichiometric amounts of copper derivatives and reactive electrophilic iodinating reagents are required: Y. M. Wu J. Deng Y. Li Q.-Y. Chen Synthesis 2005 1314.
    • (2005) Synthesis , pp. 1314
    • Wu, Y.M.1    Deng, J.2    Li, Y.3    Chen, Q.-Y.4
  • 41
    • 84987349519 scopus 로고
    • Cu(I) complexes bearing polyamino ligands are usually rather reactive in air, limiting their practical interest
    • Cu(I) complexes bearing polyamino ligands are usually rather reactive in air, limiting their practical interest D. J. Daigle A. B. Pepperman Jr. S. L. Vail J. Heterocycl. Chem. 1974 11 407.
    • (1974) J. Heterocycl. Chem. , vol.11 , pp. 407
    • Daigle, D.J.1    Pepperman, A.B.2    Vail, S.L.3
  • 51
    • 34250853965 scopus 로고    scopus 로고
    • We have previously described the synthesis of N-thiophosphorylated iminophosphoranes complexes of Ag(I) and Ru(II)
    • We have previously described the synthesis of N-thiophosphorylated iminophosphoranes complexes of Ag(I) and Ru(II): V. Cadierno J. Díez J. García-Álvarez J. Gimeno Dalton Trans. 2007 2760.
    • (2007) Dalton Trans. , pp. 2760
    • Cadierno, V.1    Díez, J.2    García-Álvarez, J.3    Gimeno, J.4
  • 53
    • 85032777945 scopus 로고    scopus 로고
    • −1)
    • −1).
  • 55
    • 85032769177 scopus 로고    scopus 로고
    • All attempts to recycle the catalytic system (even with the addition of an extra 10 mol% of lutidine) were unsuccessful
    • All attempts to recycle the catalytic system (even with the addition of an extra 10 mol% of lutidine) were unsuccessful.
  • 56
    • 27644438654 scopus 로고    scopus 로고
    • 2, yielding the corresponding 1-benzyl-4,5-diphenyl-1H-1,2,3-triazole by using the reaction conditions reported in
    • 2, yielding the corresponding 1-benzyl-4,5-diphenyl-1H-1,2,3-triazole by using the reaction conditions reported in J. Deng Y.-M. Wu Q.-Y. Chen Synthesis 2005 2730.
    • (2005) Synthesis , pp. 2730
    • Deng, J.1    Wu, Y.-M.2    Chen, Q.-Y.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.