Direct synthesis of β-ketophosphonates and vinyl phosphonates from alkenes or alkynes catalyzed by CuNPs/ZnO

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Title: Direct synthesis of β-ketophosphonates and vinyl phosphonates from alkenes or alkynes catalyzed by CuNPs/ZnO
Authors: Gutiérrez, Victoria | Mascaró, Evangelina | Alonso, Francisco | Moglie, Yanina | Radivoy, Gabriel
Research Group/s: Nuevos Materiales y Catalizadores (MATCAT)
Center, Department or Service: Universidad de Alicante. Departamento de Química Orgánica | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica
Keywords: Alkenes | Alkynes | Copper nanoparticles | Phosphorus | Phosphorylation | Ketophosphonates
Knowledge Area: Química Orgánica
Issue Date: 2015
Publisher: Royal Society of Chemistry
Citation: RSC Advances. 2015, 5: 65739-65744. doi:10.1039/C5RA10223E
Abstract: Copper nanoparticles (CuNPs) supported on ZnO have been shown to effectively catalyze the direct synthesis of β-ketophosphonates from alkenes or alkynes, and that of vinyl phosphonates from alkynes and diethylphosphite, under air and in the absence of any additive or ligand. When using alkynes as starting materials, the selectivity proved to be dependent on the nature of the alkyne. Thus, alkynes conjugated with an aromatic ring or a carbon–carbon double bond gave β-ketophosphonates as the main reaction products, whereas aliphatic alkynes or alkynes conjugated with a carbonyl group led to the formation of the corresponding vinyl phosphonates.
Sponsor: This work was generously supported by the Consejo Nacional de Investigaciones Científicas y Técnicas (CONICET), Agencia Nacional de Promoción Científica y Tecnológica (ANPCyT) and Universidad Nacional del Sur (UNS) from Argentina. V. G. thanks the CONICET for a postdoctoral fellowship.
ISSN: 2046-2069
DOI: 10.1039/C5RA10223E
Language: eng
Type: info:eu-repo/semantics/article
Rights: © Royal Society of Chemistry 2015
Peer Review: si
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Appears in Collections:INV - MATCAT - Artículos de Revistas

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