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The growing impact of click chemistry on drug discovery
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Kolb, H.C.; Sharpless, K.B. The growing impact of click chemistry on drug discovery. Drug Discov. Today 2003, 8, 1128-1137.
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Tornøe, C.W.; Meldal, M. Peptidotriazoles: Copper(I)-Catalyzed 1,3-Dipolar Cycloadditions on Solid phase. In 17th American Peptides Symposium Proceedings Book. Peptides: The Wave of the Future; Lebl, M., Houghten, R.A., Eds.; American Peptide Society and Kluwer Academic: San Diego, USA, 2001; pp 263-264.
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Tornøe, C.W.; Meldal, M. Peptidotriazoles: Copper(I)-Catalyzed 1,3-Dipolar Cycloadditions on Solid phase. In 17th American Peptides Symposium Proceedings Book. Peptides: The Wave of the Future; Lebl, M., Houghten, R.A., Eds.; American Peptide Society and Kluwer Academic: San Diego, USA, 2001; pp 263-264.
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Tornøe, C.W.; Christensen, C.; Meldal, M. Peptidotriazoles on Solid Phase: [1,2,3]-Triazoles by Regiospecific Copper(I)-Catalyzed 1,3-Dipolar Cycloadditions of Terminal Alkynes to Azides. J. Org. Chem. 2002, 67, 3057-3064.
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Tornøe, C.W.; Christensen, C.; Meldal, M. Peptidotriazoles on Solid Phase: [1,2,3]-Triazoles by Regiospecific Copper(I)-Catalyzed 1,3-Dipolar Cycloadditions of Terminal Alkynes to Azides. J. Org. Chem. 2002, 67, 3057-3064.
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A Stepwise Huisgen Cycloaddition Process: Copper(I)-Catalyzed Regioselective Ligation of Azides and Terminal Alkynes
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Rostovtsev, V.V.; Green, L.G.; Fokin, V.V.; Sharpless, K.B. A Stepwise Huisgen Cycloaddition Process: Copper(I)-Catalyzed Regioselective Ligation of Azides and Terminal Alkynes. Angew. Chem. 2002, 114, 2708-2711;
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I-Catalyzed Alkyne-Azide Click Cycloadditions from a Mechanistic and Synthetic Perspective. Eur. J. Org. Chem. 2006, 51-68 and references [9-10].
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I-Catalyzed Alkyne-Azide Click Cycloadditions from a Mechanistic and Synthetic Perspective. Eur. J. Org. Chem. 2006, 51-68 and references [9-10].
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Catalytic Azide-Alkyne Cycloaddition: Reactivity and Applications
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Meldal M.; Tornøe, C.W. Cu-Catalyzed Azide-Alkyne Cycloaddition. Chem. Rev. 2008, 108, 2952-3015.
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For some selected examples, see: Zhang, X.; Hsung, R.P.; Li, H. A triazole-templated ring-closing metathesis for constructing novel fused and bridged triazoles. Chem. Commun. 2007, 2420-2422 and references [12-13].
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For some selected examples, see: Zhang, X.; Hsung, R.P.; Li, H. A triazole-templated ring-closing metathesis for constructing novel fused and bridged triazoles. Chem. Commun. 2007, 2420-2422 and references [12-13].
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15
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34247602441
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Click Chemistry with O-Dimethylpropargylcarbamate for Preparation of pH-Sensitive Functional Groups. A Case Study
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Bertrand, P.; Gesson, J.-P. Click Chemistry with O-Dimethylpropargylcarbamate for Preparation of pH-Sensitive Functional Groups. A Case Study. J. Org. Chem. 2007, 72, 3596-3599.
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Simultaneous Arming and Structure/Activity Studies of Natural Products Employing O-H Insertions: An Expedient and Versatile Strategy for Natural Products-Based Chemical Genetics
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Peddibhotla, S.; Dang, Y.; Liu, J.O.; Romo, D. Simultaneous Arming and Structure/Activity Studies of Natural Products Employing O-H Insertions: An Expedient and Versatile Strategy for Natural Products-Based Chemical Genetics. J. Am. Chem. Soc. 2007, 129, 12222-12231.
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For some selected examples, see: Beckmann, H.S.G.; Wittmann, V. One-Pot Procedure for Diazo Transfer and Azide-Alkyne Cycloaddition: Triazole Linkages from Amines. Org. Lett. 2007, 9, 1-4 and references [15-16].
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For some selected examples, see: Beckmann, H.S.G.; Wittmann, V. One-Pot Procedure for Diazo Transfer and Azide-Alkyne Cycloaddition: Triazole Linkages from Amines. Org. Lett. 2007, 9, 1-4 and references [15-16].
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18
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34247132202
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Copper-catalyzed synthesis of aryl azides and 1-aryl-1,2,3-triazoles from boronic acids
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Tao, C.-Z.; Cui, X.; Li, J.; Liu, A.-X.; Liu, L.; Guo, Q.-X. Copper-catalyzed synthesis of aryl azides and 1-aryl-1,2,3-triazoles from boronic acids. Tetrahedron Lett. 2007, 48, 3525-3529.
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Efficient Conversion of Aromatic Amines into Azides: A One-Pot Synthesis of Triazole Linkages
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Barral, K.; Moorhouse, A.D.; Moses, J.E. Efficient Conversion of Aromatic Amines into Azides: A One-Pot Synthesis of Triazole Linkages. Org. Lett. 2007, 9, 1809-1811.
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Lipshutz, B.H.; Taft, B.R. Heterogeneous Copper-in-Charcoal-Catalyzed Click Chemistry. Angew. Chem. 2006, 118, 8415-8418;
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Copper(I)-doped Wyoming's montmorillonite for the synthesis of disubstituted 1,2,3-triazoles
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Jlalia, I.; Elamari, H., Meganem, F.; Herscovici, J.; Girard, C. Copper(I)-doped Wyoming's montmorillonite for the synthesis of disubstituted 1,2,3-triazoles. Tetrahedron Lett. 2008, 49, 6756-6758.
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For some selected examples, see: Appukkuttan, P.; Dehaen, W.; Fokin, V.V.; Van der Eycken, E. A Microwave-Assisted Click Chemistry Synthesis of 1,4-Disubstituted 1,2,3-Triazoles via a Copper(I)-Catalyzed Three-Component Reaction. Org. Lett. 2004, 6, 4223-4225 and references [21-22] therein.
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For some selected examples, see: Appukkuttan, P.; Dehaen, W.; Fokin, V.V.; Van der Eycken, E. A Microwave-Assisted Click Chemistry Synthesis of 1,4-Disubstituted 1,2,3-Triazoles via a Copper(I)-Catalyzed Three-Component Reaction. Org. Lett. 2004, 6, 4223-4225 and references [21-22] therein.
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Copper(I)-Catalyzed Synthesis of Azoles. DFT Study Predicts Unprecedented Reactivity and Intermediates
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Himo, F.; Lovell, T.; Hilgraf, R.; Rostovtsev, V.V.; Noodleman, L.; Sharpless, K.B.; Fokin, V.V. Copper(I)-Catalyzed Synthesis of Azoles. DFT Study Predicts Unprecedented Reactivity and Intermediates. J. Am. Chem. Soc. 2005, 127, 210-216.
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Fokin, V.V.7
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26
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34547842046
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Generation of new fluorophore by Click chemistry: Synthesis and properties of β-cyclodextrin substituted by 2-pyridyl triazole
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David, O.; Maisonneuve, S.; Xie, J. Generation of new fluorophore by Click chemistry: synthesis and properties of β-cyclodextrin substituted by 2-pyridyl triazole. Tetrahedron Lett. 2007, 48, 6527-6530.
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Click Chemistry: Copper Clusters Catalyse the Cycloaddition of Azides with Terminal Alkynes
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Durán Pachón, L.; van Maarseveen, J.H.; Rothenberg, G. Click Chemistry: Copper Clusters Catalyse the Cycloaddition of Azides with Terminal Alkynes. Adv. Synth. Catal. 2005, 347, 811-815.
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Molteni, G.; Bianchi, C.L.; Marinoni, G.; Santo, N.; Ponti, A. Cu/Cu-oxide nanoparticles as catalyst in the click azide-alkyne cycloaddition. New J. Chem. 2006, 30, 1137-1139.
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For another exemple of a polystyrene-based supported catalyst, see: Chan, T.R.; Fokin, V.V. Polymer-Supported Copper(I) Catalysts for the Experimentally Simplified Azide-Alkyne Cycloaddition. QSAR Comb. Sci. 2007, 26, 1274-1279.
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For another exemple of a polystyrene-based supported catalyst, see: Chan, T.R.; Fokin, V.V. Polymer-Supported Copper(I) Catalysts for the Experimentally Simplified Azide-Alkyne Cycloaddition. QSAR Comb. Sci. 2007, 26, 1274-1279.
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During this work, manuscript preparation and submissions, other examples using solvent-free conditions in the Huisgen reaction were published, see: Díez-González, S.; Correa, A.; Cavallo, L.; Nolan, S.P. (NHC)Copper(I)-Catalyzed [3 + 2] Cycloaddition of Azides and Mono- or Disubstituted Alkynes. Chem. Eur. J. 2006, 12, 7558-7564 and references [29-31] therein.
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During this work, manuscript preparation and submissions, other examples using solvent-free conditions in the Huisgen reaction were published, see: Díez-González, S.; Correa, A.; Cavallo, L.; Nolan, S.P. (NHC)Copper(I)-Catalyzed [3 + 2] Cycloaddition of Azides and Mono- or Disubstituted Alkynes. Chem. Eur. J. 2006, 12, 7558-7564 and references [29-31] therein.
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A highly efficient microwave-assisted solvent-free synthesis of α- and β-2′-deoxy- 1,2,3-triazolyl-nucleosides
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2-NHC-Cu(I): An efficient and reusable catalyst for [3+2] cycloaddition of organic azides and terminal alkynes under solvent-free reaction conditions at room temperature
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2-NHC-Cu(I): an efficient and reusable catalyst for [3+2] cycloaddition of organic azides and terminal alkynes under solvent-free reaction conditions at room temperature. Tetrahedron 2008, 64, 10825-10830.
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Smith, C.D.; Baxendale, I.R.; Lanners, S.; Hayward, J.J.; Smith, S.C.; Ley, S.V. [3 + 2] Cycloaddition of acetylenes with azides to give 1,4-disubstituted 1,2,3-triazoles in a modular flow reactor. Org. Biomol. Chem. 2007, 5, 1559-1561.
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For an example, see: Katritzky, A.R.; Singh, S.K. Synthesis of C-Carbamoyl-1,2,3-triazoles by Microwave-Induced 1,3-Dipolar Cycloaddition of Organic Azides to Acetylenic Amides. J. Org. Chem. 2002, 67, 9077-9079.
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Preparation of propargylic, allenic and acetylenic derivatives of the elements of Group VIB
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A Study of the Thermal Decomposition of 2-Azidoethanol and 2-Azidoethylacetate by Ultraviolet PES and Matrix Isolation Spectroscopy
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