Ruthenium-Catalyzed Tandem Carbene/Alkyne Metathesis/N-H insertion. Synthesis of Benzofused Six-Membered Azaheterocycles

Simple item page
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.authorPadín Santos, Damián
dc.contributor.authorVarela Carrete, Jesús Ángel
dc.contributor.authorSaá Rodríguez, Carlos
dc.date.accessioned2020-10-05T07:10:13Z
dc.date.available2021-04-03T01:00:12Z
dc.date.issued2020
dc.descriptionNOTICE: This is the peer reviewed version of the following article: Padín, D., Varela, J. A., Saá, C. (2020). Ruthenium-Catalyzed Tandem Carbene/Alkyne Metathesis/N-H insertion. Synthesis of Benzofused Six-Membered Azaheterocycles. Org. Lett., 22, 7, 2621-2625. [doi: 10.1021/acs.orglett.0c00596]. This article may be used for non-commercial purposes in accordance with American Chemical Society Terms and Conditions for self-archivinggl
dc.description.abstractCp*RuCl-based catalyst enables the expedient access to a variety of benzofused six- membered azaheterocycles from unprotected o-alkynylanilines and trimethylsilyldiazomethane through an unprecedent tandem carbene/alkyne metathesis/N-H insertion reaction. The transformation takes place under mild reaction conditions (room temperature, < 15 min) and with excellent functional group tolerance. The synthetic utility of the final products and a mechanistic rationale are also discussed.gl
dc.description.peerreviewedSIgl
dc.description.sponsorshipThis work has received financial support from MINECO (project CTQ2017-87939R and ORFEO-CINQA network RED2018-102387-T), the Xunta de Galicia (project ED431C 2018/04 and Centro singular de investigación de Galicia accreditation 2019-2022, ED431G 2019/03) and the European Union (European Regional Development Fund – ERDF). D.P. thanks MEC for a predoctoral FPU fellowship (FPU15/02132)gl
dc.identifier.citationPadín, D., Varela, J. A., Saá, C. (2020). Ruthenium-Catalyzed Tandem Carbene/Alkyne Metathesis/N-H insertion. Synthesis of Benzofused Six-Membered Azaheterocycles. Org. Lett., 22, 7, 2621-2625gl
dc.identifier.doi10.1021/acs.orglett.0c00596
dc.identifier.essn1523-7052
dc.identifier.issn1523-7060
dc.identifier.urihttp://hdl.handle.net/10347/23357
dc.language.isoenggl
dc.publisherAmerican Chemical Societygl
dc.relation.projectIDinfo:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/CTQ2017-87939-R/ES/NUEVAS RUTAS CATALITICAS A PAHS (HIDROCARBUROS AROMATICOS POLICICLICOS) DOPADOS Y HETEROCICLOS BIOACTIVOS
dc.relation.publisherversionhttps://doi.org/10.1021/acs.orglett.0c00596gl
dc.rightsCopyright © 2020 American Chemical Society. This article may be used for non-commercial purposes in accordance with American Chemical Society Terms and Conditions for self-archivinggl
dc.rights.accessRightsopen accessgl
dc.subjectCarbenesgl
dc.subjectCarbene/Alkyne metathesisgl
dc.subjectN-H insertiongl
dc.subjectTandem reactionsgl
dc.subjectRutheniumgl
dc.titleRuthenium-Catalyzed Tandem Carbene/Alkyne Metathesis/N-H insertion. Synthesis of Benzofused Six-Membered Azaheterocyclesgl
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

Files

Original bundle

Now showing 1 - 1 of 1
Thumbnail Image
Name:
Org. Lett. 2020, 22, 2621-2625.pdf
Size:
205.38 KB
Format:
Adobe Portable Document Format
Description:
Download

Collections

Centro de Investigación en Química Biolóxica e Materiais Moleculares (CiQUS)
Química Orgánica