Multicomponent click synthesis of 1,2,3-triazoles from epoxides in water catalyzed by Copper nanoparticles on activated carbon
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http://hdl.handle.net/10045/19561
Títol: | Multicomponent click synthesis of 1,2,3-triazoles from epoxides in water catalyzed by Copper nanoparticles on activated carbon |
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Autors: | Alonso, Francisco | Moglie, Yanina | Radivoy, Gabriel | Yus, Miguel |
Grups d'investigació o GITE: | Nuevas Metodologías en Síntesis Orgánica |
Centre, Departament o Servei: | Universidad de Alicante. Departamento de Química Orgánica |
Paraules clau: | Synthesis | Catalyzed |
Àrees de coneixement: | Química Orgánica |
Data de creació: | 2011 |
Data de publicació: | 6-de setembre-2011 |
Editor: | American Chemical Society |
Citació bibliogràfica: | ALONSO VALDÉS, Francisco, et al. “Multicomponent click synthesis of 1,2,3-triazoles from epoxides in water catalyzed by Copper nanoparticles on activated carbon”. Journal of Organic Chemistry. Vol. 76, No. 20 (2011). ISSN 0022-3263, pp. 8394-8405 |
Resum: | Copper nanoparticles on activated carbon have been found to effectively catalyze the multicomponent synthesis of β-hydroxy-1,2,3-triazoles from a variety of epoxides and alkynes in water. The catalyst is easy to prepare, reusable at a low copper loading (0.5 mol %), and exhibits higher catalytic activity than some commercially available copper sources. The regio- and stereochemistry of the reaction has been revised and unequivocally established on the basis of X-ray crystallographic analyses. An NMR experiment has been implemented for the rapid and unmistakable determination of the regiochemistry of the process. Some mechanistic aspects of the reaction have been also undertaken which unveil the participation of copper(I) acetylides. |
Patrocinadors: | This work was generously supported by the Spanish Ministerio de Ciencia e Innovación (MICINN; CTQ2007-65218 and Consolider Ingenio 2010-CSD2007-00006), the Generalitat Valenciana (GV; PROMETEO/2009/039), and FEDER. Y.M. acknowledges the ISO of the Universidad de Alicante for a grant. |
URI: | http://hdl.handle.net/10045/19561 |
ISSN: | 0022-3263 (Print) | 1520-6904 (Online) |
DOI: | 10.1021/jo2016339 |
Idioma: | eng |
Tipus: | info:eu-repo/semantics/article |
Drets: | Copyright © 2011 American Chemical Society |
Revisió científica: | si |
Versió de l'editor: | http://dx.doi.org/10.1021/jo2016339 |
Apareix a la col·lecció: | INV - MESO - Artículos de Revistas INV - SINTAS - Artículos de Revistas INV - MATCAT - Artículos de Revistas |
Arxius per aquest ítem:
Arxiu | Descripció | Tamany | Format | |
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Multicomponent Click.pdf | Versión revisada (acceso abierto) | 1,58 MB | Adobe PDF | Obrir Vista prèvia |
Multicomponent Click_final.pdf | Versión final (acceso restringido) | 1,16 MB | Adobe PDF | Obrir Sol·licitar una còpia |
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