Nucleophilic Addition of Amines to Ruthenium Carbenes: ortho‐(Alkynyloxy)benzylamine Cyclizations towards 1,3‐Benzoxazines

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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.authorGonzález Rodríguez, Carlos
dc.contributor.authorSuárez Álvarez, José Ramón
dc.contributor.authorVarela Carrete, Jesús Ángel
dc.contributor.authorSaá Rodríguez, Carlos
dc.date.accessioned2020-10-05T06:45:04Z
dc.date.available2020-10-05T06:45:04Z
dc.date.issued2015
dc.descriptionNOTICE: This is the peer reviewed version of the following article: González-Rodríguez, C., Suárez, J. R., Varela, J. A., Saá, C. (2015). Nucleophilic Addition of Amines to Ruthenium Carbenes: ortho‐(Alkynyloxy)benzylamine Cyclizations towards 1,3‐Benzoxazines. Angew. Chem. Int. Ed., 54, 9, 2724-2728. [doi: 10.1002/anie.201410284]. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for self-archivinggl
dc.description.abstractA new ruthenium-catalyzed cyclization of ortho-(alkynyloxy)benzylamines to dihydro-1,3-benzoxazines is reported. The cyclization is thought to take place via the vinyl ruthenium carbene intermediates that are easily formed from Cp*RuCl(cod) and N2CHSiMe3. The mild reaction conditions and the efficiency of the procedure allow the easy preparation of a broad range of new 2-vinyl-2-substituted 1,3-benzoxazine derivatives. Rearrangement of an internal Csp atom in the starting material into a tetrasubstituted Csp3 atom in the final 1,3-benzoxazine is highly remarkable.gl
dc.description.peerreviewedSIgl
dc.description.sponsorshipThis work was supported by MICINN [projects CTQ2011-28258 and Consolider Ingenio 2010 (CSD2007-00006)], Xunta de Galicia and the European Regional Development Fund (projects CN2011/054, GRC2014/032 and EM 2012/051). C. G.-R. thanks the MICINN for a Juan de la Cierva Contract (JCI-2011-09946)gl
dc.identifier.citationGonzález-Rodríguez, C., Suárez, J. R., Varela, J. A., Saá, C. (2015). Nucleophilic Addition of Amines to Ruthenium Carbenes: ortho‐(Alkynyloxy)benzylamine Cyclizations towards 1,3‐Benzoxazines. Angew. Chem. Int. Ed., 54, 9, 2724-2728gl
dc.identifier.doi10.1002/anie.201410284
dc.identifier.essn1521-3773
dc.identifier.issn1433-7851
dc.identifier.urihttp://hdl.handle.net/10347/23346
dc.language.isoenggl
dc.publisherWileygl
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.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.projectID|info:eu-repo/grantAgreement/MICINN/Plan Nacional de I+D+i 2008-2011/JCI-2011-09946/ES
dc.relation.publisherversionhttps://doi.org/10.1002/anie.201410284gl
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.subjectBenzoxazinesgl
dc.subjectCarbenesgl
dc.subjectCyclizationgl
dc.subjectRearrangementsgl
dc.subjectRutheniumgl
dc.titleNucleophilic Addition of Amines to Ruthenium Carbenes: ortho‐(Alkynyloxy)benzylamine Cyclizations towards 1,3‐Benzoxazinesgl
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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