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
Title: | Multicomponent click synthesis of 1,2,3-triazoles from epoxides in water catalyzed by Copper nanoparticles on activated carbon |
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Authors: | Alonso, Francisco | Moglie, Yanina | Radivoy, Gabriel | Yus, Miguel |
Research Group/s: | Nuevas Metodologías en Síntesis Orgánica |
Center, Department or Service: | Universidad de Alicante. Departamento de Química Orgánica |
Keywords: | Synthesis | Catalyzed |
Knowledge Area: | Química Orgánica |
Date Created: | 2011 |
Issue Date: | 6-Sep-2011 |
Publisher: | American Chemical Society |
Citation: | 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 |
Abstract: | 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. |
Sponsor: | 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 |
Language: | eng |
Type: | info:eu-repo/semantics/article |
Rights: | Copyright © 2011 American Chemical Society |
Peer Review: | si |
Publisher version: | http://dx.doi.org/10.1021/jo2016339 |
Appears in Collections: | INV - MESO - Artículos de Revistas INV - SINTAS - Artículos de Revistas INV - MATCAT - Artículos de Revistas |
Files in This Item:
File | Description | Size | Format | |
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Multicomponent Click.pdf | Versión revisada (acceso abierto) | 1,58 MB | Adobe PDF | Open Preview |
Multicomponent Click_final.pdf | Versión final (acceso restringido) | 1,16 MB | Adobe PDF | Open Request a copy |
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