메뉴 건너뛰기




Volumn 2013, Issue , 2013, Pages

Alkyne-azide cycloaddition catalyzed by silver chloride and "abnormal" silver N-heterocyclic carbene complex

Author keywords

[No Author keywords available]

Indexed keywords

1,2,3 TRIAZOLE DERIVATIVE; ALKYNE DERIVATIVE; AZIDE; CARBENE; COPPER DERIVATIVE; SILVER; SILVER CHLORIDE; SILVER N HETEROCYCLIC CARBENE COMPLEX; UNCLASSIFIED DRUG; ALKYNE; DRUG DERIVATIVE; METHANE; SILVER DERIVATIVE; TRIAZOLE DERIVATIVE;

EID: 84888856871     PISSN: None     EISSN: 1537744X     Source Type: Journal    
DOI: 10.1155/2013/186537     Document Type: Article
Times cited : (23)

References (38)
  • 1
    • 0348109450 scopus 로고    scopus 로고
    • The growing impact of click chemistry on drug discovery
    • DOI 10.1016/S1359-6446(03)02933-7, PII S1359644603029337
    • Kolb H. C., Sharpless K. B., The growing impact of click chemistry on drug discovery. Drug Discovery Today 2003 8 24 1128 1137 2-s2.0-0348109450 10.1016/S1359-6446(03)02933-7 (Pubitemid 37547919)
    • (2003) Drug Discovery Today , vol.8 , Issue.24 , pp. 1128-1137
    • Kolb, H.C.1    Sharpless, K.B.2
  • 2
    • 51049094897 scopus 로고    scopus 로고
    • Cu-catalyzed azide - Alkyne cycloaddition
    • 2-s2.0-51049094897 10.1021/cr0783479
    • Meldal M., Tomøe C. W., Cu-catalyzed azide-alkyne cycloaddition. Chemical Reviews 2008 108 8 2952 3015 2-s2.0-51049094897 10.1021/cr0783479
    • (2008) Chemical Reviews , vol.108 , Issue.8 , pp. 2952-3015
    • Meldal, M.1    Tomøe, C.W.2
  • 3
    • 70450194561 scopus 로고    scopus 로고
    • An efficient (2-aminoarenethiolato)copper(I) complex for the copper-catalysed huisgen reaction (CuAAC)
    • 2-s2.0-70450194561 10.1002/ejoc.200900779
    • Fabbrizzi P., Cicchi S., Brandi A., Sperotto L., Van Koten G., An efficient (2-aminoarenethiolato)copper(I) complex for the copper-catalysed huisgen reaction (CuAAC). European Journal of Organic Chemistry 2009 31 5423 5430 2-s2.0-70450194561 10.1002/ejoc.200900779
    • (2009) European Journal of Organic Chemistry , Issue.31 , pp. 5423-5430
    • Fabbrizzi, P.1    Cicchi, S.2    Brandi, A.3    Sperotto, L.4    Van Koten, G.5
  • 5
    • 38349168748 scopus 로고    scopus 로고
    • Ruthenium-catalyzed cycloaddition of aryl azides and alkynes
    • 2-s2.0-38349168748 10.1021/ol701912s
    • Rasmussen L. K., Boren B. C., Fokin V. V., Ruthenium-catalyzed cycloaddition of aryl azides and alkynes. Organic Letters 2007 9 26 5337 5339 2-s2.0-38349168748 10.1021/ol701912s
    • (2007) Organic Letters , vol.9 , Issue.26 , pp. 5337-5339
    • Rasmussen, L.K.1    Boren, B.C.2    Fokin, V.V.3
  • 7
    • 2442698173 scopus 로고    scopus 로고
    • Direct synthesis of 1,5-disubstituted-4-magnesio-1,2,3-triazoles, revisited
    • DOI 10.1021/ol0499203
    • Krasiński A., Fokin V. V., Sharpless K. B., Direct synthesis of 1,5-disubstituted-4-magnesio-1,2,3-triazoles, revisited. Organic Letters 2004 6 8 1237 1240 2-s2.0-2442698173 10.1021/ol0499203 (Pubitemid 38692031)
    • (2004) Organic Letters , vol.6 , Issue.8 , pp. 1237-1240
    • Krasinski, A.1    Fokin, V.V.2    Sharpless, K.B.3
  • 8
    • 77957158193 scopus 로고    scopus 로고
    • Zn/C-catalyzed cycloaddition of azides and aryl alkynes
    • 2-s2.0-77957158193 10.1002/ejoc.201000610
    • Meng X., Xu X., Gao T., Chen B., Zn/C-catalyzed cycloaddition of azides and aryl alkynes. European Journal of Organic Chemistry 2010 28 5409 5414 2-s2.0-77957158193 10.1002/ejoc.201000610
    • (2010) European Journal of Organic Chemistry , Issue.28 , pp. 5409-5414
    • Meng, X.1    Xu, X.2    Gao, T.3    Chen, B.4
  • 9
    • 84866510737 scopus 로고    scopus 로고
    • Discovery of a robust and efficient homogeneous silver(I) catalyst for the cycloaddition of azides onto terminal alkynes
    • McNulty J., Keskar K., Discovery of a robust and efficient homogeneous silver(I) catalyst for the cycloaddition of azides onto terminal alkynes. European Journal of Organic Chemistry 2012 2012 28 5462 5470
    • (2012) European Journal of Organic Chemistry , vol.2012 , Issue.28 , pp. 5462-5470
    • McNulty, J.1    Keskar, K.2
  • 10
    • 83755219563 scopus 로고    scopus 로고
    • The first well-defined silver(I)-complex-catalyzed cycloaddition of azides onto terminal alkynes at room temperature
    • 2-s2.0-83755219563 10.1002/chem.201103244
    • McNulty J., Keskar K., Vemula R., The first well-defined silver(I)-complex-catalyzed cycloaddition of azides onto terminal alkynes at room temperature. Chemistry: A European Journal 2011 17 52 14727 14730 2-s2.0-83755219563 10.1002/chem.201103244
    • (2011) Chemistry: A European Journal , vol.17 , Issue.52 , pp. 14727-14730
    • McNulty, J.1    Keskar, K.2    Vemula, R.3
  • 11
    • 70350496543 scopus 로고    scopus 로고
    • Isolation of a C5-deprotonated Imidazolium, a crystalline "abnormal" N -Heterocyclic Carbene
    • 2-s2.0-70350496543 10.1126/science.1178206
    • Aldeco-Perez E., Rosenthal A. J., Donnadieu B., Parameswaran P., Frenking G., Bertrand G., Isolation of a C5-deprotonated Imidazolium, a crystalline "Abnormal" N -Heterocyclic Carbene. Science 2009 326 5952 556 559 2-s2.0-70350496543 10.1126/science.1178206
    • (2009) Science , vol.326 , Issue.5952 , pp. 556-559
    • Aldeco-Perez, E.1    Rosenthal, A.J.2    Donnadieu, B.3    Parameswaran, P.4    Frenking, G.5    Bertrand, G.6
  • 13
    • 84981841038 scopus 로고
    • Recherches sur les benzyl-l-et phenyl-1-triazoles-1,2,3 substitues
    • Moulin F., Recherches sur les benzyl-l-et phenyl-1-triazoles-1,2,3 substitues. Helvetica Chimica Acta 1952 35 1 167 180
    • (1952) Helvetica Chimica Acta , vol.35 , Issue.1 , pp. 167-180
    • Moulin, F.1
  • 14
    • 77949723565 scopus 로고    scopus 로고
    • Alkynylcopper(i) polymers and their use in a mechanistic study of alkyne-azide click reactions
    • 2-s2.0-77949723565 10.1039/b924649e
    • Buckley B. R., Dann S. E., Harris D. P., Heaney H., Stubbs E. C., Alkynylcopper(i) polymers and their use in a mechanistic study of alkyne-azide click reactions. Chemical Communications 2010 46 13 2274 2276 2-s2.0-77949723565 10.1039/b924649e
    • (2010) Chemical Communications , vol.46 , Issue.13 , pp. 2274-2276
    • Buckley, B.R.1    Dann, S.E.2    Harris, D.P.3    Heaney, H.4    Stubbs, E.C.5
  • 15
    • 79952409387 scopus 로고    scopus 로고
    • An efficient ultrasound-assisted method for the synthesis of 1,4-disubstituted triazoles
    • 2-s2.0-79952409387
    • Jiang Y., Chen X., Qu L., Wang J., Yuan J., Chen S., Li X., An efficient ultrasound-assisted method for the synthesis of 1,4-disubstituted triazoles. Zeitschrift für Naturforschung Section B 2011 66 1 77 82 2-s2.0-79952409387
    • (2011) Zeitschrift für Naturforschung Section B , vol.66 , Issue.1 , pp. 77-82
    • Jiang, Y.1    Chen, X.2    Qu, L.3    Wang, J.4    Yuan, J.5    Chen, S.6    Li, X.7
  • 17
    • 84980150122 scopus 로고
    • 1.3-Dipolare Cycloadditionen, XIV: Die Anlagerung organischer Azide an Enoläther: Orientierung und Triazolin-Zerfall
    • 10.1002/cber.19650980420
    • Huisgen R., Moebius L., Szeimies G., 1.3-Dipolare Cycloadditionen, XIV: Die Anlagerung organischer Azide an Enoläther: Orientierung und Triazolin-Zerfall. Chemische Berichte 1965 98 4 1138 1152 10.1002/cber. 19650980420
    • (1965) Chemische Berichte , vol.98 , Issue.4 , pp. 1138-1152
    • Huisgen, R.1    Moebius, L.2    Szeimies, G.3
  • 18
    • 34347394771 scopus 로고    scopus 로고
    • 3-mediated one-pot multicomponent reaction leading to N-aryl- and N-alkyltriazoles in water
    • DOI 10.1055/s-2007-982543
    • 3-mediated one-pot multicomponent reaction leading to N-aryl- and N-alkyltriazoles in water. Synlett 2007 10 1591 1594 2-s2.0-34347394771 10.1055/s-2007-982543 (Pubitemid 47018164)
    • (2007) Synlett , Issue.10 , pp. 1591-1594
    • Saha, B.1    Sharma, S.2    Sawant, D.3    Kundu, B.4
  • 19
    • 79957969881 scopus 로고    scopus 로고
    • Effect of temperature on triazole and bistriazole formation through copper-catalyzed alkyne-azide cycloaddition
    • 2-s2.0-79957969881 10.1016/j.tetlet.2011.05.002
    • González J., Pérez V. M., Jiménez D. O., Lopez-Valdez G., Corona D., Cuevas-Yañez E., Effect of temperature on triazole and bistriazole formation through copper-catalyzed alkyne-azide cycloaddition. Tetrahedron Letters 2011 52 27 3514 3517 2-s2.0-79957969881 10.1016/j.tetlet.2011.05.002
    • (2011) Tetrahedron Letters , vol.52 , Issue.27 , pp. 3514-3517
    • González, J.1    Pérez, V.M.2    Jiménez, D.O.3    Lopez-Valdez, G.4    Corona, D.5    Cuevas-Yañez, E.6
  • 20
    • 28444463655 scopus 로고    scopus 로고
    • Ag(I) N-heterocyclic carbene complexes: Synthesis, structure, and application
    • DOI 10.1021/cr050004s
    • Garrison J. C., Youngs W. J., Ag(I) N -Heterocyclic carbene complexes: synthesis, structure, and application. Chemical Reviews 2005 105 11 3978 4008 2-s2.0-28444463655 10.1021/cr050004s (Pubitemid 41724067)
    • (2005) Chemical Reviews , vol.105 , Issue.11 , pp. 3978-4008
    • Garrison, J.C.1    Youngs, W.J.2
  • 21
    • 84908659806 scopus 로고    scopus 로고
    • N -Heterocyclic carbenes in late transition metal catalysis
    • 2-s2.0-68949159000 10.1021/cr900074m
    • Díez-González S., Marion N., Nolan S. P., N -Heterocyclic carbenes in late transition metal catalysis. Chemical Reviews 2009 109 8 3612 3676 2-s2.0-68949159000 10.1021/cr900074m
    • (2009) Chemical Reviews , vol.109 , Issue.8 , pp. 3612-3676
    • Díez-González, S.1    Marion, N.2    Nolan, S.P.3
  • 22
    • 68949146115 scopus 로고    scopus 로고
    • Complexes with poly(N -Heterocyclic carbene) ligands: Structural features and catalytic applications
    • 2-s2.0-68949146115 10.1021/cr800501s
    • Poyatos M., Mata J. A., Peris E., Complexes with poly(N -Heterocyclic carbene) ligands: structural features and catalytic applications. Chemical Reviews 2009 109 8 3677 3707 2-s2.0-68949146115 10.1021/cr800501s
    • (2009) Chemical Reviews , vol.109 , Issue.8 , pp. 3677-3707
    • Poyatos, M.1    Mata, J.A.2    Peris, E.3
  • 23
    • 68949140962 scopus 로고    scopus 로고
    • Ruthenium-based olefin metathesis catalysts bearing N -Heterocyclic carbene ligands
    • 2-s2.0-68949140962 10.1021/cr800524f
    • Samojłowicz C., Bieniek M., Grela K., Ruthenium-based olefin metathesis catalysts bearing N -Heterocyclic carbene ligands. Chemical Reviews 2009 109 8 3708 3742 2-s2.0-68949140962 10.1021/cr800524f
    • (2009) Chemical Reviews , vol.109 , Issue.8 , pp. 3708-3742
    • Samojłowicz, C.1    Bieniek, M.2    Grela, K.3
  • 24
    • 77949595728 scopus 로고    scopus 로고
    • Ruthenium-based heterocyclic carbene-coordinated olefin metathesis catalysts
    • 2-s2.0-77949595728 10.1021/cr9002424
    • Vougioukalakis G. C., Grubbs R. H., Ruthenium-based heterocyclic carbene-coordinated olefin metathesis catalysts. Chemical Reviews 2010 110 3 1746 1787 2-s2.0-77949595728 10.1021/cr9002424
    • (2010) Chemical Reviews , vol.110 , Issue.3 , pp. 1746-1787
    • Vougioukalakis, G.C.1    Grubbs, R.H.2
  • 25
    • 79952466036 scopus 로고    scopus 로고
    • On water"-promoted direct alkynylation of isatins catalyzed by NHC-silver complexes for the efficient synthesis of 3-hydroxy-3-ethynylindolin- 2-ones
    • 2-s2.0-79952466036 10.1039/c0gc00807a
    • Fu X.-P., Liu L., Wang D., Chen Y.-J., Li C.-J., "On water"-promoted direct alkynylation of isatins catalyzed by NHC-silver complexes for the efficient synthesis of 3-hydroxy-3-ethynylindolin-2-ones. Green Chemistry 2011 13 3 549 553 2-s2.0-79952466036 10.1039/c0gc00807a
    • (2011) Green Chemistry , vol.13 , Issue.3 , pp. 549-553
    • Fu, X.-P.1    Liu, L.2    Wang, D.3    Chen, Y.-J.4    Li, C.-J.5
  • 26
    • 33846840497 scopus 로고    scopus 로고
    • Abnormal N -Heterocyclic carbenes
    • 2-s2.0-33846840497 10.1016/j.ccr.2006.08.006
    • Arnold P. L., Pearson S., Abnormal N -Heterocyclic carbenes. Coordination Chemistry Reviews 2007 251 5-6 596 609 2-s2.0-33846840497 10.1016/j.ccr.2006. 08.006
    • (2007) Coordination Chemistry Reviews , vol.251 , Issue.5-6 , pp. 596-609
    • Arnold, P.L.1    Pearson, S.2
  • 27
    • 68949131249 scopus 로고    scopus 로고
    • Beyond conventional N -Heterocyclic carbenes: Abnormal, remote, and other classes of NHC ligands with reduced heteroatom stabilization
    • 2-s2.0-68949131249 10.1021/cr8005087
    • Schuster O., Yang L., Raubenheimer H. G., Albrecht M., Beyond conventional N -Heterocyclic carbenes: abnormal, remote, and other classes of NHC ligands with reduced heteroatom stabilization. Chemical Reviews 2009 109 8 3445 3478 2-s2.0-68949131249 10.1021/cr8005087
    • (2009) Chemical Reviews , vol.109 , Issue.8 , pp. 3445-3478
    • Schuster, O.1    Yang, L.2    Raubenheimer, H.G.3    Albrecht, M.4
  • 28
    • 84871377376 scopus 로고    scopus 로고
    • Abnormal, mesoionic and remote N -Heterocyclic carbene complexes
    • Crabtree R. H., Abnormal, mesoionic and remote N -Heterocyclic carbene complexes. Coordination Chemistry Reviews 2013 257 3-4 755 766
    • (2013) Coordination Chemistry Reviews , vol.257 , Issue.3-4 , pp. 755-766
    • Crabtree, R.H.1
  • 30
    • 57349143492 scopus 로고    scopus 로고
    • 2Cu]X complexes as efficient catalysts for azide-alkyne click chemistry at low catalyst loadings
    • 2-s2.0-57349143492 10.1002/anie.200803289
    • 2Cu]X complexes as efficient catalysts for azide-alkyne click chemistry at low catalyst loadings. Angewandte Chemie International Edition 2008 47 46 8881 8884 2-s2.0-57349143492 10.1002/anie.200803289
    • (2008) Angewandte Chemie International Edition , vol.47 , Issue.46 , pp. 8881-8884
    • Díez-Gonzlez, S.1    Nolan, S.P.2
  • 31
    • 33750002217 scopus 로고    scopus 로고
    • (NHC)copper(I)-catalyzed [3+2] cycloaddition of azides and Mono- Or disubstituted alkynes
    • DOI 10.1002/chem.200600961
    • Díez-González S., Correa A., Cavallo L., Nolan S. P., (NHC)copper(I)-catalyzed [3 + 2] cycloaddition of azides and Mono- or disubstituted alkynes. Chemistry: A European Journal 2006 12 29 7558 7564 2-s2.0-33750002217 10.1002/chem.200600961 (Pubitemid 44569848)
    • (2006) Chemistry - A European Journal , vol.12 , Issue.29 , pp. 7558-7564
    • Diez-Gonzalez, S.1    Correa, A.2    Cavallo, L.3    Nolan, S.P.4
  • 32
    • 77955178595 scopus 로고    scopus 로고
    • Complexes: Synthesis, characterization and catalytic activities in reduction reactions and Click Chemistry. on the advantage of using well-defined catalytic systems
    • 2-s2.0-77955178595 10.1039/c0dt00218f
    • Díez-González S., Escudero-Adán E. C., Benet-Buchholz J., Stevens E. D., Slawin A. M. Z., Nolan S. P., Complexes: synthesis, characterization and catalytic activities in reduction reactions and Click Chemistry. on the advantage of using well-defined catalytic systems. Dalton Transactions 2010 39 32 7595 7606 2-s2.0-77955178595 10.1039/c0dt00218f
    • (2010) Dalton Transactions , vol.39 , Issue.32 , pp. 7595-7606
    • Díez-González, S.1    Escudero-Adán, E.C.2    Benet-Buchholz, J.3    Stevens, E.D.4    Slawin, A.M.Z.5    Nolan, S.P.6
  • 33
    • 83455201281 scopus 로고    scopus 로고
    • Quick and highly efficient copper-catalyzed cycloaddition of organic azides with terminal alkynes
    • 2-s2.0-83455201281 10.1039/c1ob06190a
    • Wang D., Zhao M., Liu X., Chen Y., Li N., Chen B., Quick and highly efficient copper-catalyzed cycloaddition of organic azides with terminal alkynes. Organic and Biomolecular Chemistry 2012 10 2 229 231 2-s2.0-83455201281 10.1039/c1ob06190a
    • (2012) Organic and Biomolecular Chemistry , vol.10 , Issue.2 , pp. 229-231
    • Wang, D.1    Zhao, M.2    Liu, X.3    Chen, Y.4    Li, N.5    Chen, B.6
  • 34
    • 79953187599 scopus 로고    scopus 로고
    • 3] for azide-alkyne cycloaddition reactions under strict click conditions
    • 2-s2.0-79953187599 10.1021/jo200085j
    • 3] for azide-alkyne cycloaddition reactions under strict click conditions. Journal of Organic Chemistry 2011 76 7 2367 2373 2-s2.0-79953187599 10.1021/jo200085j
    • (2011) Journal of Organic Chemistry , vol.76 , Issue.7 , pp. 2367-2373
    • Lal, S.1    Díez-González, S.2
  • 35
    • 64549113757 scopus 로고    scopus 로고
    • Phosphoramidite accelerated copper(i)-catalyzed [3 + 2] cycloadditions of azides and alkynes
    • 2-s2.0-64549113757 10.1039/b822994e
    • Campbell-Verduyn L. S., Mirfeizi L., Dierckx R. A., Elsinga P. H., Feringa B. L., Phosphoramidite accelerated copper(i)-catalyzed [3 + 2] cycloadditions of azides and alkynes. Chemical Communications 2009 16 2139 2141 2-s2.0-64549113757 10.1039/b822994e
    • (2009) Chemical Communications , Issue.16 , pp. 2139-2141
    • Campbell-Verduyn, L.S.1    Mirfeizi, L.2    Dierckx, R.A.3    Elsinga, P.H.4    Feringa, B.L.5
  • 36
    • 81755168927 scopus 로고    scopus 로고
    • Novel phosphinite and phosphonite copper(I) complexes: Efficient catalysts for click azide-alkyne cycloaddition reactions
    • 2-s2.0-81755168927 10.1021/om200791u
    • Lal S., McNally J., White A. J. P., Díez-González S., Novel phosphinite and phosphonite copper(I) complexes: efficient catalysts for click azide-alkyne cycloaddition reactions. Organometallics 2011 30 22 6225 6232 2-s2.0-81755168927 10.1021/om200791u
    • (2011) Organometallics , vol.30 , Issue.22 , pp. 6225-6232
    • Lal, S.1    McNally, J.2    White, A.J.P.3    Díez-González, S.4
  • 37
    • 51049091432 scopus 로고    scopus 로고
    • Silver-catalyzed Csp-H and Csp-Si bond transformations and related processes
    • 2-s2.0-51049091432 10.1021/cr078359u
    • Yamamoto Y., Silver-catalyzed Csp-H and Csp-Si bond transformations and related processes. Chemical Reviews 2008 108 8 3199 3222 2-s2.0-51049091432 10.1021/cr078359u
    • (2008) Chemical Reviews , vol.108 , Issue.8 , pp. 3199-3222
    • Yamamoto, Y.1
  • 38
    • 34250883966 scopus 로고    scopus 로고
    • Isolation of a copper(I) triazolide: A αclickα intermediate
    • DOI 10.1002/anie.200604444
    • Nolte C., Mayer P., Straub B. F., Isolation of a copper(I) triazolide: a "click" intermediate. Angewandte Chemie International Edition 2007 46 12 2101 2103 2-s2.0-34250883966 10.1002/anie.200604444 (Pubitemid 46973680)
    • (2007) Angewandte Chemie - International Edition , vol.46 , Issue.12 , pp. 2101-2103
    • Nolte, C.1    Mayer, P.2    Straub, B.F.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.