Catalytic Nitrene Transfer To Alkynes: A Novel and Versatile Route for the Synthesis of Sulfinamides and Isothiazoles

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dc.contributor.authorRamírez Rodríguez, Manuel
dc.contributor.authorBeltrán Martín, Álvaro
dc.contributor.authorMudarra, Ángel L.
dc.contributor.authorÁlvarez, Eleuterio
dc.contributor.authorMaseras, Feliu
dc.contributor.authorDíaz Requejo, María Mar
dc.contributor.authorPérez Romero, Pedro José
dc.date.accessioned2019-04-26T10:46:23Z
dc.date.available2019-04-26T10:46:23Z
dc.date.issued2017
dc.description.abstractA novel transformation is reported for the reaction of terminal or internal alkynes with the nitrene precursor PhI=NTs (Ts=p-toluenesulfonyl) in the presence of catalytic amounts of Tp(Br3)Cu(NCMe) (Tp(Br3)=hydrotris(3,4,5-tribromo-pyrazolylborate). Two products containing an imine functionality have been isolated from the reaction mixtures, identified as sulfinamides and isothiazoles. The former correspond to the formal reduction of the sulfone group into sulfoxide, whereas the latter involves the insertion of an alkyne carbon atom into the aromatic ring of the N-tosyl moiety.es_ES
dc.description.centerCIQSO
dc.description.departmentQuímica "Profesor José Carlos Vílchez Martín"
dc.description.sponsorshipSupport for this work was provided by the MINECO (CTQ2014-52769-C3-R-1, CTQ2014-57761-R, Severo Ochoa Excellence Accreditation 2014-2018 SEV-2013-0319, Red Intecat CTQ2014-52974-REDC) and by a FPU fellowship (M.R.R.). We thank Prof. Antonio Echavarren for helpful comments and discussions.
dc.identifier.citationRodríguez, M. R., Beltrán, Á., Mudarra, Á. L., Álvarez, E., Maseras, F., Díaz-Requejo, M. M., & Pérez, P. J. (2017). Catalytic Nitrene Transfer To Alkynes: A Novel and Versatile Route for the Synthesis of Sulfinamides and Isothiazoles. Angewandte Chemie, 129(42), 13022–13027. https://doi.org/10.1002/ange.201705664es_ES
dc.identifier.doi10.1002/anie.201705664
dc.identifier.issn1433-7851
dc.identifier.issn1521-3773 electrónico
dc.identifier.urihttp://hdl.handle.net/10272/16196
dc.language.isoenges_ES
dc.publisherWileyes_ES
dc.relation.projectIDinfo:eu-repo/grantAgreement/MINECO (Severo Ochoa Excellence Accreditation) [2014-2018 SEV-2013-0319]
dc.relation.projectIDinfo:eu-repo/grantAgreement/MINECO (Red Intecat) [CTQ2014-52974-REDC]info:eu-repo/grantAgreement/MINECO [CTQ2014-52769-C3-R-1 and CTQ2014-57761-R]
dc.relation.publisherversionhttps://doi.org/10.1002/ange.201705664es_ES
dc.rightsAtribución-NoComercial-SinDerivadas 3.0 España*
dc.rights.accessRightsopen accesses_ES
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/3.0/es/*
dc.subject.otherAlkyne functionalizationes_ES
dc.subject.otherCopper catalysises_ES
dc.subject.otherIsothiazoleses_ES
dc.subject.otherNitrene transferes_ES
dc.subject.otherSulfinamideses_ES
dc.titleCatalytic Nitrene Transfer To Alkynes: A Novel and Versatile Route for the Synthesis of Sulfinamides and Isothiazoleses_ES
dc.typejournal articlees_ES
dspace.entity.typePublication
relation.isAuthorOfPublicationb09fcc71-5e83-44f4-8343-277abc21dee7
relation.isAuthorOfPublication53d21d81-0d89-4eb7-b5ec-344758de6744
relation.isAuthorOfPublicationc6f8222a-d8d2-4736-baa6-4a2330bdf6b6
relation.isAuthorOfPublication.latestForDiscoveryb09fcc71-5e83-44f4-8343-277abc21dee7

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