Please use this identifier to cite or link to this item: https://hdl.handle.net/10316/18065
DC FieldValueLanguage
dc.contributor.authorNunes, Cláudio M.-
dc.contributor.authorSilva, Manuela Ramos-
dc.contributor.authorBeja, Ana Matos-
dc.contributor.authorFausto, Rui-
dc.contributor.authorMelo, Teresa M. V. D. Pinho e-
dc.date.accessioned2012-01-02T10:26:47Z-
dc.date.available2012-01-02T10:26:47Z-
dc.date.issued2010-01-
dc.identifier.urihttps://hdl.handle.net/10316/18065-
dc.description.abstractThe chemistry of trifluoromethyl azafulvenium methides was explored leading to a new route to trifluoromethylpyrrole-annulated systems. The first evidence of azafulvenium methides acting as 1,3-dipoles is reported. These azafulvenium methides showed site selectivity in the reaction with strong electron-deficient dipolarophiles leading exclusively to 1,3-cycloadducts. In the cycloaddition with less-activated dipolarophiles 1,7-cycloadducts resulting from [8π+2π] cycloaddition are also formed. FMO analysis of the cycloaddition reactions allowed the rationalization of the observed selectivity. Graphical abstractpor
dc.language.isoengpor
dc.publisherElsevierpor
dc.rightsopenAccesspor
dc.titleCycloaddition of trifluoromethyl azafulvenium methides: synthesis of new trifluoromethylpyrrole-annulated derivativespor
dc.typearticlepor
degois.publication.firstPage411por
degois.publication.lastPage414por
degois.publication.titleTetrahedron Letterspor
dc.peerreviewedYespor
dc.identifier.doi10.1016/j.tetlet.2009.11.033-
degois.publication.volume51por
uc.controloAutoridadeSim-
item.fulltextCom Texto completo-
item.grantfulltextopen-
item.languageiso639-1en-
item.cerifentitytypePublications-
item.openairetypearticle-
item.openairecristypehttp://purl.org/coar/resource_type/c_18cf-
crisitem.author.researchunitCQC - Coimbra Chemistry Centre-
crisitem.author.researchunitCQC - Coimbra Chemistry Centre-
crisitem.author.researchunitCQC - Coimbra Chemistry Centre-
crisitem.author.parentresearchunitFaculty of Sciences and Technology-
crisitem.author.parentresearchunitFaculty of Sciences and Technology-
crisitem.author.parentresearchunitFaculty of Sciences and Technology-
crisitem.author.orcid0000-0002-8511-1230-
crisitem.author.orcid0000-0001-9555-8856-
crisitem.author.orcid0000-0003-1449-5123-
crisitem.author.orcid0000-0002-8264-6854-
crisitem.author.orcid0000-0003-3256-4954-
Appears in Collections:FCTUC Química - Artigos em Revistas Internacionais
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