Straightforward Assembly of Benzoxepines by Means of a Rhodium(III)-Catalyzed C–H Functionalization of o-Vinylphenols

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dc.contributor.affiliationUniversidade de Santiago de Compostela. Centro de Investigación en Química Biolóxica e Materiais Molecularesgl
dc.contributor.affiliationUniversidade de Santiago de Compostela. Departamento de Química Orgánicagl
dc.contributor.authorSeoane Fernández, Andrés
dc.contributor.authorCasanova González, Noelia
dc.contributor.authorQuiñones, Noelia
dc.contributor.authorMascareñas Cid, José Luis
dc.contributor.authorGulías Costa, Moisés
dc.date.accessioned2019-03-27T13:26:15Z
dc.date.available2019-03-27T13:26:15Z
dc.date.issued2014
dc.descriptionThis document is the Accepted Manuscript version of a Published Work that appeared in final form in ACS Chemical Biology, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see: https://pubs.acs.org/doi/10.1021/ja410538wgl
dc.description.abstractReadily available o-vinylphenols undergo a formal (5 + 2) cycloaddition to alkynes when treated with catalytic amounts of [Cp*RhCl2]2 and Cu(OAc)2. The reaction, which involves the cleavage of the terminal C–H bond of the alkenyl moiety, generates highly valuable benzoxepine skeletons in a practical, versatile, and atom-economical manner. Using carbon monoxide instead of an alkyne as reaction partner leads to coumarin products which formally result from a (5 + 1) cycloadditiongl
dc.description.peerreviewedSIgl
dc.description.sponsorshipWe are thankful for the financial support provided by the Spanish Grants (SAF2010-20822-C02 and CSD2007-00006 Consolider Ingenio 2010), the ERDF and the Xunta de Galicia Grants GRC2010/12, GR2013-041, INCITE09 209084PR and EM2013/036. M.G thanks Xunta de Galicia for a Parga Pondal contractgl
dc.identifier.citationSeoane, A., Casanova, N., Quiñones, N., Mascareñas, J., & Gulías, M. (2014). Straightforward Assembly of Benzoxepines by Means of a Rhodium(III)-Catalyzed C–H Functionalization of o-Vinylphenols. J. Am. Chem. Soc., 136, 3, 834-837. DOI: 10.1021/ja410538wgl
dc.identifier.doi10.1021/ja410538w
dc.identifier.essn1520-5126
dc.identifier.issn0002-7863
dc.identifier.urihttp://hdl.handle.net/10347/18478
dc.language.isoenggl
dc.publisherAmerican Chemical Societygl
dc.relation.projectIDinfo:eu-repo/grantAgreement/MICINN/Plan Nacional de I+D+i 2008-2011/SAF2010-20822-C02/ES/DISEÑO Y DESARROLLO DE PROCESOS ENANTIOSELECTIVOS CATALIZADOS POR METALES DE TRANSICION PARA LA OBTENCION DE ESTRUCTURAS POLICICLICAS BIOLOGICAMENTE RELAVANTES
dc.relation.projectIDinfo:eu-repo/grantAgreement/MEC/Plan Nacional de I+D+i 2004-2007/CSD2007-00006/ES/Desarrollo de entidades organometálicas para reacciones de funcionalización selectiva en moléculas orgánicas
dc.relation.publisherversionhttps://doi.org/10.1021/ja410538wgl
dc.rights© 2014 American Chemical Societygl
dc.rights.accessRightsopen accessgl
dc.titleStraightforward Assembly of Benzoxepines by Means of a Rhodium(III)-Catalyzed C–H Functionalization of o-Vinylphenolsgl
dc.typejournal articlegl
dc.type.hasVersionAMgl
dspace.entity.typePublication
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relation.isAuthorOfPublication.latestForDiscovery70874a8d-c325-42fc-a2a4-4351be6e0f26

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