dc.contributor.author | Pérez Saavedra, Borja |
dc.contributor.author | Vázquez Galiñanes, Nuria |
dc.contributor.author | Saá, Carlos |
dc.contributor.author | Fañanás Mastral, Martín |
dc.date.accessioned | 2018-07-06T13:20:54Z |
dc.date.available | 2018-08-02T01:00:08Z |
dc.date.issued | 2017-08-02 |
dc.identifier.citation | Borja Pérez-Saavedra, Nuria Vázquez-Galiñanes, Carlos Saá, and Martín Fañanás-Mastral ACS Catalysis 2017 7 (9), 6104-6109 DOI: 10.1021/acscatal.7b02434 |
dc.identifier.uri | http://hdl.handle.net/10347/16980 |
dc.description.abstract | A copper-catalyzed tandem carboarylation/cyclization of alkynyl phosphonates with diaryliodonium salts is reported. The reaction gives straightforward access to valuable cyclic enol phosphonates in good yields under mild conditions. This transformation entails an initial chemoselective arylation of the alkyne followed by an intramolecular trapping of an intermediate vinyl cation by the phosphoryl group. Observation of β-aryl rearrangements across the double bond in intermediates generated from 1,2-diaryl alkynes support the intermediacy of a vinyl cation |
dc.description.sponsorship | Financial support from MINECO (RYC-2012-11749; CTQ2015-62724-ERC; CTQ2014-59015-R), Xunta de Galicia (ED431F 2016/006; GRC2014/032; Centro singular de investigación de Galicia accreditation 2016-2019, ED431G/09) and the European Regional Development Fund (ERDF) is gratefully acknowledged. We also thank the ORFEO−CINQA network (CTQ2014-51912REDC). M. F.-M. is grateful to MINECO for a Ramón y Cajal contract. B.P.-S. thanks Xunta de Galicia for a predoctoral fellowship |
dc.language.iso | eng |
dc.publisher | American Chemical Society |
dc.relation | info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2014-51912/ES/RED ORFEO-CINQA "CENTRO DE INNOVACION EN QUIMICA AVANZADA” |
dc.relation | info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2015-62724-ERC/ES/FUNCIONALIZACION DE METANO A TRAVES DE CATALISIS COOPERATIVA EN PROCESOS DE ACTIVACION C-H Y FORMACION DE ENLACES C-C |
dc.relation | info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2014-59015-R/ES/SINTESIS SOSTENIBLE DE FARMACOFOROS HETEROCICLICOS Y GRAFENOS BIFENILENICOS MEDIANTE TRANSFORMACIONES CATALITICAS ORGANOMETALICAS |
dc.rights | © 2017 American Chemical Society |
dc.subject | Alkynes |
dc.subject | Carbocations |
dc.subject | Copper |
dc.subject | Diaryliodonium salts |
dc.subject | Phosphonates |
dc.title | Copper(I)-Catalyzed Tandem Carboarylation/Cyclization of Alkynyl Phosphonates with Diaryliodonium Salts |
dc.type | info:eu-repo/semantics/article |
dc.identifier.DOI | 10.1021/acscatal.7b02434 |
dc.relation.publisherversion | https://doi.org/10.1021/acscatal.7b02434 |
dc.type.version | info:eu-repo/semantics/acceptedVersion |
dc.identifier.e-issn | 2155-5435 |
dc.rights.accessrights | info:eu-repo/semantics/openAccess |
dc.contributor.affiliation | Universidade de Santiago de Compostela. Centro de Investigación en Química Biolóxica e Materiais Moleculares |
dc.contributor.affiliation | Universidade de Santiago de Compostela. Departamento de Química Orgánica |
dc.description.peerreviewed | SI |