Access to Benzazepinones by Pd-Catalyzed Remote C-H Carbonylation of γ-Arylpropylamine Derivatives

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dc.contributor.author Martínez-Mingo, Mario
dc.contributor.author Rodríguez, Nuria
dc.contributor.author Gómez Arrayás, Ramón
dc.contributor.author Carretero, Juan C.
dc.contributor.other UAM. Departamento de Química Orgánica es_ES
dc.date.accessioned 2019-09-09T08:56:00Z
dc.date.available 2019-09-09T08:56:00Z
dc.date.issued 2019-06-07
dc.identifier.citation Organic Letters 21.11 (2019): 4345-4349 es_ES
dc.identifier.issn 1523-7052 (online) es_ES
dc.identifier.issn 1523-7060 (print) es_ES
dc.identifier.uri http://hdl.handle.net/10486/688514
dc.description This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, 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/abs/10.1021/acs.orglett.9b01523. The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/acs.orglett.9b01523. Experimental procedures and spectral data for all new compounds (PDF): https://pubs.acs.org/doi/suppl/10.1021/acs.orglett.9b01523/suppl_file/ol9b01523_si_001.pdf es_ES
dc.description.abstract A general method for the construction of seven-membered rings through Pd-catalyzed C(sp2)-H carbonylation at the remote ϵ-position of γ-arylpropylamine derivatives, including chiral α-amino acids, has been developed using Mo(CO)6 as the CO source, furnishing richly functionalized benzo[c]azepin-1-one derivatives. The readily removable N-SO2Py protecting/directing group provides high levels of chemo-, regio- and diastereoselectivity. Furthermore, this method is amenable to the postsynthetic modification of complex molecules such as small peptides es_ES
dc.description.sponsorship We thank the Spanish Ministerio de Economía y Competitividad (Project CTQ2015-66954-P, MINECO/FEDER, UE) for financial support. M.M.-M. thanks MINECO for a FPI predoctoral fellow-ship. N.R. thanks the European Commission for a Marie Curie Ca-reer Integration Grant (CIG: CHAAS-304085). Prof. Inés Alonso (Departamento de Química Orgánica, UAM) is gratefully acknowl-edged for helpful discussions es_ES
dc.format.extent 5 pag. es_ES
dc.format.mimetype application/pdf es_ES
dc.language.iso eng es_ES
dc.publisher American Chemical Society es_ES
dc.relation.ispartof Organic Letters es_ES
dc.rights © 2019 American Chemical Society es_ES
dc.subject.other Activation analysis es_ES
dc.subject.other Catalysis es_ES
dc.subject.other Bond functionalization es_ES
dc.title Access to Benzazepinones by Pd-Catalyzed Remote C-H Carbonylation of γ-Arylpropylamine Derivatives es_ES
dc.type article es_ES
dc.subject.eciencia Química es_ES
dc.date.embargoend 2020-06-07
dc.relation.publisherversion https://doi.org/10.1021/acs.orglett.9b01523 es_ES
dc.identifier.doi 10.1021/acs.orglett.9b01523 es_ES
dc.identifier.publicationfirstpage 4345 es_ES
dc.identifier.publicationissue 11 es_ES
dc.identifier.publicationlastpage 4349 es_ES
dc.identifier.publicationvolume 21 es_ES
dc.relation.projectID Gobierno de España. CTQ2015-66954-P es_ES
dc.relation.projectID info:eu-repo/grantAgreement/EC/FP7/304085 es_ES
dc.type.version info:eu-repo/semantics/acceptedVersion es_ES
dc.rights.accessRights openAccess es_ES
dc.authorUAM Martínez Mingo, Mario (279590)
dc.authorUAM Gómez Arrayas, Ramón Jesús (260197)
dc.authorUAM Carretero Gonzálvez, Juan Carlos (260121)


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