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


Autoria(s): Gutiérrez, Victoria; Mascaró, Evangelina; Alonso, Francisco; Moglie, Yanina; Radivoy, Gabriel
Contribuinte(s)

Universidad de Alicante. Departamento de Química Orgánica

Universidad de Alicante. Instituto Universitario de Síntesis Orgánica

Nuevos Materiales y Catalizadores (MATCAT)

Data(s)

19/01/2016

19/01/2016

2015

Resumo

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.

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.

Identificador

RSC Advances. 2015, 5: 65739-65744. doi:10.1039/C5RA10223E

2046-2069

http://hdl.handle.net/10045/52446

10.1039/C5RA10223E

Idioma(s)

eng

Publicador

Royal Society of Chemistry

Relação

http://dx.doi.org/10.1039/C5RA10223E

Direitos

© Royal Society of Chemistry 2015

info:eu-repo/semantics/openAccess

Palavras-Chave #Alkenes #Alkynes #Copper nanoparticles #Phosphorus #Phosphorylation #Ketophosphonates #Química Orgánica
Tipo

info:eu-repo/semantics/article