Access the full text.
Sign up today, get DeepDyve free for 14 days.
Loading next page...
/lp/wiley/copper-supported-on-the-sio2-nanoparticle-in-click-chemistry-an-UQ6y0iiOdq
References (38)
-
C. Girard, E. Onen, Marie Aufort, S. Beauvière, Edmond Samson, J. Herscovici (2006)
Reusable polymer-supported catalyst for the [3+2] Huisgen cycloaddition in automation protocols.Organic letters, 8 8
-
R. Huisgen, R. Knorr, L. Möbius, Günter Szeimies (1965)
1.3‐Dipolare Cycloadditionen, XXIII. Einige Beobachtungen zur Addition organischer Azide an CC‐DreifachbindungenChemische Berichte, 98
-
Victoria Bock, R. Perciaccante, T. Jansen, H. Hiemstra, J. Maarseveen (2006)
Click chemistry as a route to cyclic tetrapeptide analogues: synthesis of cyclo-[Pro-Val-psi(triazole)-Pro-Tyr].Organic letters, 8 5
-
R. Jacob, G. Perin, Leticia Loi, Claudia Pinno, E. Lenardão (2003)
Green synthesis of (−)-isopulegol from (+)-citronellal: application to essential oil of citronellaTetrahedron Letters, 44
-
Jean‐François Lutz, Zoya Zarafshani (2008)
Efficient construction of therapeutics, bioconjugates, biomaterials and bioactive surfaces using azide-alkyne "click" chemistry.Advanced drug delivery reviews, 60 9
-
F. Alonso, Y. Moglie, G. Radivoy, M. Yus (2009)
Copper nanoparticles in click chemistry: an alternative catalytic system for the cycloaddition of terminal alkynes and azidesTetrahedron Letters, 50
-
J. Moses, A. Moorhouse (2007)
The growing applications of click chemistry.Chemical Society reviews, 36 8
-
A. Moorhouse, J. Moses (2008)
Click Chemistry and Medicinal Chemistry: A Case of “Cyclo‐Addiction”ChemMedChem, 3
-
C. Tornøe, C. Christensen, M. Meldal (2002)
Peptidotriazoles on solid phase: [1,2,3]-triazoles by regiospecific copper(i)-catalyzed 1,3-dipolar cycloadditions of terminal alkynes to azides.The Journal of organic chemistry, 67 9
-
Jean‐François Lutz (2007)
1,3-dipolar cycloadditions of azides and alkynes: a universal ligation tool in polymer and materials science.Angewandte Chemie, 46 7
-
J. Yadav, B. Reddy, G. Reddy, D. Chary (2007)
Three component, regioselective, one-pot synthesis of β-hydroxytriazoles from epoxides via ‘click reactions’Tetrahedron Letters, 48
-
R. Huisgen (1989)
Kinetics and reaction mechanisms: selected examples from the experience of forty yearsPure and Applied Chemistry, 61
-
Kulbhushan Dururgkar, R. Gonnade, C. Ramana (2009)
A Cu(I)-promoted one-pot 'SNAr-click reaction' of fluoronitrobenzenesTetrahedron, 65
-
V. Rostovtsev, L. Green, V. Fokin, K. Sharpless (2002)
A stepwise huisgen cycloaddition process: copper(I)-catalyzed regioselective "ligation" of azides and terminal alkynes.Angewandte Chemie, 41 14
-
B. Lipshutz, B. Taft (2006)
Heterogeneous copper-in-charcoal-catalyzed click chemistry.Angewandte Chemie, 45 48
-
R. Jacob, L. Dutra, C. Radatz, Samuel Mendes, G. Perin, E. Lenardão (2009)
Synthesis of 1,2-disubstitued benzimidazoles using SiO2/ZnCl2Tetrahedron Letters, 50
-
Baudouin Gerard, J. Ryan, A. Beeler, J. Porco (2006)
Synthesis of 1,4,5-trisubstituted-1,2,3-triazoles by copper-catalyzed cycloaddition-coupling of azides and terminal alkynesTetrahedron, 62
-
M. Meldal, C. Tornøe (2008)
Cu-catalyzed azide-alkyne cycloaddition.Chemical reviews, 108 8
-
A. Dondoni (2007)
Triazole: the keystone in glycosylated molecular architectures constructed by a click reaction.Chemistry, an Asian journal, 2 6
-
M. Gil, M. Arévalo, Ó. López (2007)
Click Chemistry - What’s in a Name? Triazole Synthesis and BeyondSynthesis, 2007
-
P. Wang (2007)
One-Pot Synthesis of 1,2,3-Triazoles from Benzyl and Alkyl Halides, Sodium Azide and Alkynes in Water Under Transition-Metal-Catalyst Free Reaction ConditionsLetters in Organic Chemistry, 4
-
Lachlan Campbell-Verduyn, L. Mirfeizi, R. Dierckx, P. Elsinga, B. Feringa (2009)
Phosphoramidite accelerated copper(i)-catalyzed [3 + 2] cycloadditions of azides and alkynes.Chemical communications, 16
-
F. Perez-Balderas, M. Ortega-Muñoz, J. Morales-Sanfrutos, Fernando Hernandez-Mateo, F. Calvo-Flores, J. Calvo-Asin, J. Isac-García, F. Santoyo-González (2003)
Multivalent neoglycoconjugates by regiospecific cycloaddition of alkynes and azides using organic-soluble copper catalysts.Organic letters, 5 11
-
E. Lenardão, Samuel Mendes, Patrícia Ferreira, G. Perin, C. Silveira, R. Jacob (2006)
Selenium- and tellurium-based ionic liquids and their use in the synthesis of octahydroacridinesTetrahedron Letters, 47
-
Zsombor Gonda, Z. Novák (2010)
Highly active copper-catalysts for azide-alkyne cycloaddition.Dalton transactions, 39 3
-
R. Jacob, G. Perin, G. Botteselle, E. Lenardão (2003)
Clean and atom-economic synthesis of octahydroacridines: application to essential oil of citronellaTetrahedron Letters, 44
-
Jean‐François Lutz (2008)
Copper-free azide-alkyne cycloadditions: new insights and perspectives.Angewandte Chemie, 47 12
-
G. Tron, T. Pirali, R. Billington, P. Canonico, G. Sorba, A. Genazzani (2008)
Click chemistry reactions in medicinal chemistry: Applications of the 1,3‐dipolar cycloaddition between azides and alkynesMedicinal Research Reviews, 28
-
Dong Wang, Na Li, Mingming Zhao, Wei-Yu Shi, Chaowei Ma, Baohua Chen (2010)
Solvent-free synthesis of 1,4-disubstituted 1,2,3-triazoles using a low amount of Cu(PPh3)2NO3 complexGreen Chemistry, 12
-
S. Chassaing, Abdelkarim Sido, Aurélien Alix, M. Kumarraja, P. Pale, J. Sommer (2008)
"Click chemistry" in zeolites: copper(I) zeolites as new heterogeneous and ligand-free catalysts for the Huisgen [3+2] cycloaddition.Chemistry, 14 22
-
P. Appukkuttan, W. Dehaen, V. Fokin, E. Eycken (2004)
A microwave-assisted click chemistry synthesis of 1,4-disubstituted 1,2,3-triazoles via a copper(I)-catalyzed three-component reaction.Organic letters, 6 23
-
H. Kolb, M. Finn, K. Sharpless (2001)
Click Chemistry: Diverse Chemical Function from a Few Good Reactions.Angewandte Chemie, 40 11
-
S. Díez‐González, A. Correa, L. Cavallo, S. Nolan (2006)
(NHC)Copper(I)-catalyzed [3+2] cycloaddition of azides and mono- or disubstituted alkynes.Chemistry, 12 29
-
Hartmuth Kolb, K. Sharpless, The Scripps (2003)
The growing impact of click chemistry on drug discovery.Drug discovery today, 8 24
-
Thirupathi Boningari, Andrea Olmos, B. Reddy, J. Sommer, P. Pale (2010)
Zeo-Click Chemistry: Copper(I)–Zeolite-Catalyzed Cascade Reaction; One-Pot Epoxide Ring-Opening and Cycloaddition†European Journal of Organic Chemistry, 2010
-
H. Nandivada, Xuwei Jiang, Joerg Lahann (2007)
Click Chemistry: Versatility and Control in the Hands of Materials ScientistsAdvanced Materials, 19
-
T. Chan, Robert Hilgraf, K. Sharpless, V. Fokin (2004)
Polytriazoles as copper(I)-stabilizing ligands in catalysis.Organic letters, 6 17
-
Salih Ozcubukcu, Erhan Ozkal, C. Jimeno, M. Pericàs (2009)
A highly active catalyst for Huisgen 1,3-dipolar cycloadditions based on the tris(triazolyl)methanol-Cu(I) structure.Organic letters, 11 20
- Publisher
- Wiley
- Copyright
- Copyright © 2012 Wiley Subscription Services, Inc., A Wiley Company
- ISSN
- 1001-604X
- eISSN
- 1614-7065
- DOI
- 10.1002/cjoc.201100231
- Publisher site
- See Article on Publisher Site
Abstract
In this work, readily prepared copper supported on the SiO2 nanoparticles has been found to effectively catalyze the 1,3‐dipolar cycloaddition of a variety of azides, alkynes, epoxides and sodium azide, furnishing the corresponding 1,2,3‐triazoles and β‐hydroxytriazoles. Click reaction proceeds in short reaction times and under mild reaction conditions, and the resulting products are obtained in good yields at ambient temperature.
Journal
Chinese Journal of Chemistry – Wiley
Published: Feb 1, 2012
Keywords: ; ; ;