Efficient synthesis of β-aminonitriles from arynes and imines in acetonitrile

dc.contributor.affiliationUniversidade de Santiago de Compostela. Centro de Investigación en Química Biolóxica e Materiais Moleculares (CiQUS)
dc.contributor.authorGómez Pérez, Inmaculada Jénnifer
dc.contributor.authorMariño, Cristina
dc.contributor.authorPérez Meirás, María Dolores
dc.contributor.authorGuitián Rivera, Enrique
dc.contributor.authorPeña Gil, Diego
dc.date.accessioned2024-12-11T12:15:04Z
dc.date.available2024-12-11T12:15:04Z
dc.date.issued2024-10-23
dc.description.abstractMulticomponent reactions are powerful strategies for synthesizing complex molecules in an efficient manner. In this work, we investigate a novel multicomponent reaction involving arynes, imines, and nitriles, leading to chiral β-aminonitriles. Notably, two new bonds (C–C and C–N) are formed in one step without the use of metal catalysts, showing the great potential of this transformation. We demonstrate that this synthetic methodology is compatible with different arynes and imines, and propose a reasonable reaction mechanism initiated by the nucleophilic addition of the imine to the aryne.
dc.description.peerreviewedSI
dc.description.sponsorshipXunta de Galicia (Centro de Investigación do Sistema Universitario de Galicia, 2023-2027, ED431G 2023/03 and Oportunius Program)
dc.description.sponsorshipEuropean Union (European Regional Development Fund – ERDF)
dc.identifier.doi10.1039/D4RA04499A
dc.identifier.issn2046-2069
dc.identifier.urihttps://hdl.handle.net/10347/38102
dc.issue.number46
dc.journal.titleRSC Advances
dc.language.isoeng
dc.page.final33750
dc.page.initial33747
dc.publisherRoyal Society of Chemistry
dc.relation.projectIDinfo:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2019-107338RB-C62/ES/SINTESIS EN DISOLUCION PARA SISTEMAS MOLECULARES FUNCIONALES/
dc.relation.projectIDinfo:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2019-110037GB-I00/ES/LEGO MOLECULAR BASADO EN ARINOS: APLICACION A LA SINTESIS DE HIDROCARBUROS POLICICLICOS CONJUGADOS Y MATERIALES π-FUNCIONALES/
dc.relation.projectIDinfo:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2021-2023/PID2022-140845OB-C62/ES/DISEÑO Y SÍNTESIS DE PRECURSORES PARA LA PREPARACIÓN DE NANOESTRUCTURAS MOLECULARES FUNCIONALES/
dc.relation.projectIDinfo:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PCI2019-111933-2/ES/SÍNTESIS EN DISOLUCIÓN PARA LA INTEGRACIÓN DEL GRAFENO NANOPOROSO MULTIFUNCIONAL EN BIOSENSORES NANOFOTÓNICOS/
dc.relation.publisherversionhttps://doi.org/10.1039/D4RA04499A
dc.rights© 2024 The Author(s). Published by the Royal Society of Chemistry. This article is Open Access. CC BY-NC
dc.rights.accessRightsopen access
dc.rights.urihttp://creativecommons.org/licenses/by-nc/4.0/
dc.subjectBeta-aminonitriles
dc.subjectArynes
dc.subjectImines
dc.subjectSynthesis
dc.subjectMulticomponent reactions
dc.subject.classification2306 Química orgánica
dc.titleEfficient synthesis of β-aminonitriles from arynes and imines in acetonitrile
dc.typejournal article
dc.type.hasVersionVoR
dc.volume.number14
dspace.entity.typePublication
relation.isAuthorOfPublication9234e3fc-1c91-4a8d-b859-82185be7325d
relation.isAuthorOfPublicatione5edf167-dde8-4058-a344-ca0b15f93b2c
relation.isAuthorOfPublication22b9fb25-7d2c-4d33-a599-e1c0d0b7de71
relation.isAuthorOfPublication.latestForDiscovery9234e3fc-1c91-4a8d-b859-82185be7325d

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