Please use this identifier to cite or link to this item: http://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.urihttp://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-
crisitem.author.deptFaculty of Sciences and Technology-
crisitem.author.deptFaculty of Sciences and Technology-
crisitem.author.deptFaculty of Pharmacy-
crisitem.author.parentdeptUniversity of Coimbra-
crisitem.author.parentdeptUniversity of Coimbra-
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.orcid0000-0002-8264-6854-
crisitem.author.orcid0000-0003-3256-4954-
Appears in Collections:FCTUC Química - Artigos em Revistas Internacionais
Files in This Item:
File Description SizeFormat
Tetrahedron Letters, 51 (2010) 411.pdf331.36 kBAdobe PDFView/Open
Show simple item record

SCOPUSTM   
Citations

21
checked on Feb 18, 2020

WEB OF SCIENCETM
Citations 5

18
checked on Sep 2, 2021

Page view(s)

221
checked on Sep 14, 2021

Download(s) 50

391
checked on Sep 14, 2021

Google ScholarTM

Check

Altmetric

Altmetric


Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.