4.6 Article

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

Journal

RSC ADVANCES
Volume 5, Issue 81, Pages 65739-65744

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ra10223e

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Funding

  1. Consejo Nacional de Investigaciones Cientificas y Tecnicas (CONICET)
  2. Agencia Nacional de Promocion Cientifica y Tecnologica (ANPCyT)
  3. Universidad Nacional del Sur (UNS) from Argentina
  4. CONICET

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Copper nanoparticles (CuNPs) supported on ZnO have been shown to effectively catalyze the direct synthesis of beta-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 beta-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.

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