Catalytic Cyclization of o‐Alkynyl Phenethylamines via Osmacyclopropene Intermediates: Direct Access to Dopaminergic 3‐Benzazepines

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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.authorÁlvarez Pérez, Andrea
dc.contributor.authorGonzález Rodríguez, Carlos
dc.contributor.authorGarcía Yebra, Cristina
dc.contributor.authorVarela Carrete, Jesús Ángel
dc.contributor.authorOñate Rodríguez, Enrique
dc.contributor.authorEsteruelas Rodrigo, Miguel Ángel
dc.contributor.authorSaá Rodríguez, Carlos
dc.date.accessioned2020-10-05T06:47:48Z
dc.date.available2020-10-05T06:47:48Z
dc.date.issued2015
dc.descriptionNOTICE: This is the peer reviewed version of the following article: Álvarez-Pérez, A., González-Rodríguez, C., García-Yebra, C., Varela, J. A., Oñate, E., Esteruelas, M. A., Saá, C. (2015). Catalytic Cyclization of o‐Alkynyl Phenethylamines via Osmacyclopropene Intermediates: Direct Access to Dopaminergic 3‐Benzazepines. Angew. Chem. Int. Ed., 54, 45, 13357-13361. [doi: 10.1002/anie.201505782]. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for self-archivinggl
dc.description.abstractA novel osmium‐catalyzed cyclization of o‐alkynyl phenethylamines to give 3‐benzazepines is reported. The procedure allows the straightforward preparation of a broad range of dopaminergic 3‐benzazepine derivatives. Mechanistic investigations revealed that the process takes place via osmacyclopropene intermediates, which were isolated and characterized by X‐ray crystallography.gl
dc.description.peerreviewedSIgl
dc.description.sponsorshipThis work was supported by MICINN (projects CTQ2011-28258, CTQ2014-52799-P, and CTQ2014-51912REDC), Xunta de Galicia and European Regional Development Fund (projects GRC2014/032 and EM 2012/051), the DGA (E-35) and the European Social Fund (SFE). A. A.-P. and C. G.-R. thank Spanish MICINN for a predoctoral FPI fellowship and Juan de la Cierva Contract (JCI-2011-09946), respectivelygl
dc.identifier.citationÁlvarez-Pérez, A., González-Rodríguez, C., García-Yebra, C., Varela, J. A., Oñate, E., Esteruelas, M. A., Saá, C. (2015). Catalytic Cyclization of o‐Alkynyl Phenethylamines via Osmacyclopropene Intermediates: Direct Access to Dopaminergic 3‐Benzazepines. Angew. Chem. Int. Ed., 54, 45, 13357-13361gl
dc.identifier.doi10.1002/anie.201505782
dc.identifier.essn1521-3773
dc.identifier.issn1433-7851
dc.identifier.urihttp://hdl.handle.net/10347/23347
dc.language.isoenggl
dc.publisherWileygl
dc.relation.projectIDinfo: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.projectIDinfo:eu-repo/grantAgreement/MICINN/Plan Nacional de I+D+i 2008-2011/CTQ2011-28258/ES/CATALISIS ORGANOMETALICA: FUNCIONALIZACION DE ENLACES C-H
dc.relation.projectIDinfo:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2014-52799-P/ES/COMPLEJOS DE METALES DE LOS GRUPOS 8 Y 9 PARA LA ACTIVACION Y FORMACION DE ENLACES SIGMA: DESHIDROGENACION DE AMONIACO-BORANO Y BORILACION DE MOLECULAS ORGANICAS
dc.relation.projectIDinfo:eu-repo/grantAgreement/MICINN/Plan Nacional de I+D+i 2008-2011/JCI-2011-09946/ES
dc.relation.publisherversionhttps://doi.org/10.1002/anie.201505782gl
dc.rights© 2015 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for self-archivinggl
dc.rights.accessRightsopen accessgl
dc.subjectBenzazepinesgl
dc.subjectCyclizationgl
dc.subjectMetallacyclopropenesgl
dc.subjectOsmium catalystsgl
dc.subjectPhenethylaminesgl
dc.titleCatalytic Cyclization of o‐Alkynyl Phenethylamines via Osmacyclopropene Intermediates: Direct Access to Dopaminergic 3‐Benzazepinesgl
dc.typejournal articlegl
dc.type.hasVersionAMgl
dspace.entity.typePublication
relation.isAuthorOfPublicatione9be05f9-b5a3-405c-aaf6-4e32700dd21d
relation.isAuthorOfPublication2c024eb2-7698-4785-bd0c-518f70068330
relation.isAuthorOfPublication.latestForDiscoverye9be05f9-b5a3-405c-aaf6-4e32700dd21d

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