Synthesis of Benzo-Fused Heterocycles by Intramolecular alpha-Arylation of Ketone Enolate Anions

dc.creatorGuastavino, Javier Fernando
dc.creatorRossi, Roberto Arturo
dc.date2012-01
dc.identifierhttp://hdl.handle.net/11336/10963
dc.identifierGuastavino, Javier Fernando; Rossi, Roberto Arturo; Synthesis of Benzo-Fused Heterocycles by Intramolecular alpha-Arylation of Ketone Enolate Anions; American Chemical Society; Journal Of Organic Chemistry; 77; 1; 1-2012; 460-472
dc.identifier0022-3263
dc.descriptionA two-step synthesis of six-, seven-, eight-, and nine-member benzo-fused heterocycles in good to excellent yields is reported. The synthetic strategy involves the generation of a new intramolecular alpha-aryl ketone bond by the photostimulated SRN1 reaction of ketone enolate anions linked to a pendant haloarene as the key step. On the other hand, an intramolecular CAr-CAr coupling led to the formation of five- and six-member benzo-fused heterocycles (9H-carbazole and phenanthridine) when an aromatic amide anion is competitively formed
dc.descriptionFil: Guastavino, Javier Fernando. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Santa Fe. Instituto de Desarrollo Tecnológico para la Industria Química (i); Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Córdoba. Instituto de Investigaciones en Físicoquímica de Córdoba; Argentina. Universidad Nacional de Córdoba; Argentina
dc.descriptionFil: Rossi, Roberto Arturo. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Córdoba. Instituto de Investigaciones en Físicoquímica de Córdoba; Argentina. Universidad Nacional de Córdoba; Argentina
dc.formatapplication/pdf
dc.formatapplication/pdf
dc.languageeng
dc.publisherAmerican Chemical Society
dc.relationinfo:eu-repo/semantics/altIdentifier/doi/10.1021/jo202012n
dc.relationinfo:eu-repo/semantics/altIdentifier/url/http://pubs.acs.org/doi/abs/10.1021/jo202012n
dc.rightsinfo:eu-repo/semantics/openAccess
dc.rightshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.subjectBenzo-Fused Heterocycles
dc.subjectSrn1 Reactions
dc.subjectKetone Enolate Anions
dc.subjectArylation
dc.subjectAlpha-Aryl Ketone
dc.subjecthttps://purl.org/becyt/ford/1.4
dc.subjecthttps://purl.org/becyt/ford/1
dc.titleSynthesis of Benzo-Fused Heterocycles by Intramolecular alpha-Arylation of Ketone Enolate Anions
dc.typeinfo:eu-repo/semantics/article
dc.typeinfo:ar-repo/semantics/artículo
dc.typeinfo:eu-repo/semantics/publishedVersion


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