Alkenes as Azido Precursors for the One-Pot Synthesis of 1,2,3-Triazoles Catalyzed by Copper Nanoparticles on Activated Carbon
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Title: | Alkenes as Azido Precursors for the One-Pot Synthesis of 1,2,3-Triazoles 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: | Alkenes | Nanoparticles |
Knowledge Area: | Química Orgánica |
Date Created: | 2013 |
Issue Date: | 25-Apr-2013 |
Publisher: | American Chemical Society |
Citation: | ALONSO, Francisco, et al. “Alkenes as Azido Precursors for the One-Pot Synthesis of 1,2,3-Triazoles Catalyzed by Copper Nanoparticles on Activated Carbon”. Journal of Organic Chemistry. Vol. 78, No. 10 (2013). ISSN 0022-3263, pp. 5031-5037 |
Abstract: | A one-pot protocol for the synthesis of 1,2,3-triazoles has been developed starting from inactivated alkenes and based on two click reactions: the azidosulfenylation of the carbon–carbon double bond and the copper-catalyzed azide–alkyne cycloaddition (CuAAC). High yields of the β-methylsulfanyl triazoles have been attained using CuNPs/C as catalyst, with other commercial copper catalysts being completely inactive. The versatility of the methylsulfanyl group has been demonstrated through a series of synthetic transformations, including direct access to 1-vinyl and 4-monosubstituted triazoles. |
Sponsor: | Spanish Ministerio de Economía y Competitividad (MINECO; CTQ2007-65218, CTQ2011-24151 and Consolider Ingenio 2010-CSD2007-00006), the Generalitat Valenciana (GV; PROMETEO/2009/039), and Fondo Europeo de Desarrollo Regional (FEDER). |
URI: | http://hdl.handle.net/10045/28456 |
ISSN: | 0022-3263 (Print) | 1520-6904 (Online) |
DOI: | 10.1021/jo400110m |
Language: | eng |
Type: | info:eu-repo/semantics/article |
Rights: | Copyright © 2013 American Chemical Society |
Peer Review: | si |
Publisher version: | http://dx.doi.org/10.1021/jo400110m |
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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Alkenes_as_Azido_rev.pdf | Versión revisada (acceso abierto) | 726,86 kB | Adobe PDF | Open Preview |
Alkenes_as_Azido_final.pdf | Versión final (acceso restringido) | 752,87 kB | Adobe PDF | Open Request a copy |
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