Base-Free Direct Synthesis of Alkynylphosphonates from Alkynes and H-Phosphonates Catalyzed by Cu2O

Please use this identifier to cite or link to this item:
Información del item - Informació de l'item - Item information
Title: Base-Free Direct Synthesis of Alkynylphosphonates from Alkynes and H-Phosphonates Catalyzed by Cu2O
Authors: Moglie, Yanina | Mascaró, Evangelina | Gutiérrez, Victoria | Alonso, Francisco | 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: Synthesis | Alkynylphosphonates | Alkynes | H‑phosphonates | Cu2O
Knowledge Area: Química Orgánica
Issue Date: 3-Feb-2016
Publisher: American Chemical Society
Citation: The Journal of Organic Chemistry. 2016, 81(5): 1813-1818. doi:10.1021/acs.joc.5b02528
Abstract: A simple and mild methodology for the direct synthesis of alkynylphosphonates is presented. The reaction of a variety of terminal alkynes with dialkyl phosphites in the presence Cu2O (14 mol %) led to the formation of the corresponding alkynylphosphonates in good to excellent yields. Reactions are performed under air, in acetonitrile as solvent, and in the absence of base or ligand additives. This new methodology is compatible with the presence of a wide variety of functional groups on the starting alkynes and can be scaled up to a gram scale.
Sponsor: This work was generously supported by the Consejo Nacional de Investigaciones Científicas y Técnicas (CONICET, PIP-2011-11220100100268), Agencia Nacional de Promoción Científica y Tecnológica (ANPCyT, Préstamo BID PICT-2010-0669), and Universidad Nacional del Sur (UNS, PGI 24/Q044) from Argentina. V.G. thanks the CONICET for a postdoctoral fellowship.
ISSN: 0022-3263 (Print) | 1520-6904 (Online)
DOI: 10.1021/acs.joc.5b02528
Language: eng
Type: info:eu-repo/semantics/article
Rights: © 2016 American Chemical Society
Peer Review: si
Publisher version:
Appears in Collections:INV - MATCAT - Artículos de Revistas

Files in This Item:
Files in This Item:
File Description SizeFormat 
Thumbnail2016_Moglie_etal_JOC_final.pdfVersión final (acceso restringido)612,85 kBAdobe PDFOpen    Request a copy
Thumbnail2016_Moglie_etal_JOC_rev.pdfVersión revisada (acceso abierto)1,18 MBAdobe PDFOpen Preview

Items in RUA are protected by copyright, with all rights reserved, unless otherwise indicated.