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dc.contributor.authorÁlvarez Manuel, Estela 
dc.contributor.authorGarcía García, Patricia
dc.contributor.authorFernández Rodríguez, Manuel A. 
dc.contributor.authorSanz Díez, Roberto 
dc.date.accessioned2016-01-27T10:11:46Z
dc.date.available2016-01-27T10:11:46Z
dc.date.issued2013-09
dc.identifier.issn0022-3263
dc.identifier.urihttp://hdl.handle.net/10259/3914
dc.description.abstractA general and efficient synthesis of 4,9-dihydro- 1H-carbazoles from 3-allenylmethylindoles is reported. The process, catalyzed by a cationic gold(I) complex, involves a formal C2−H bond activation of the indole unit by reaction with the allene. The nature of the substituents at the allylic and terminal positions of the allene moiety has a crucial effect on the regioselectivity of the cyclization, which is also influenced by the catalyst and the solvent employed. Moreover, some evidence of the contribution of different reaction routes is provided, which led us to propose a plausible multipathway mechanism consistent with all of the results described.en
dc.description.sponsorshipMICINN and FEDER (CTQ2010-15358 and CTQ2009-09949/BQU) for financial support. E.A. thanks MEC for an FPU predoctoral fellowship. P.G.-G. and M.A.F.-R. thank MICINN for "Juan de la Cierva" and "Ramon y Cajal" contractsen
dc.format.mimetypeapplication/pdf
dc.language.isoenges
dc.publisherAmerican Chemical Societyen
dc.relation.ispartofJournal of organic chemistry. 2013, V. 78, n. 19, p. 9758–9771en
dc.subject.otherQuímica orgánicaes
dc.subject.otherChemistry, Organicen
dc.titleRegioselective synthesis of elusive 4,9-Dihydro-1H-Carbazoles by gold-catalyzed cycloisomerization of 3-Allenylmethylindolesen
dc.typeinfo:eu-repo/semantics/article
dc.description.versionThis document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of organic chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher.
dc.rights.accessRightsinfo:eu-repo/semantics/openAccess
dc.relation.publisherversionhttp://dx.doi.org/10.1021/jo401388b
dc.identifier.doi10.1021/jo401388b
dc.relation.projectIDinfo:eu-repo/grantAgreement/MICINN-FEDER/CTQ2010-15358
dc.relation.projectIDinfo:eu-repo/grantAgreement/MICINN-FEDER/CTQ2009-09949/BQU
dc.type.hasVersioninfo:eu-repo/semantics/acceptedVersionen


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