STUDIES ON QUINONES .24. REARRANGEMENT OF DIELS-ALDER ADDUCTS OF ACTIVATED QUINONES UNDER ACIDIC CONDITIONS

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dc.contributor.authorFARINA, F
dc.contributor.authorPAREDES, MC
dc.contributor.authorVALDERRAMA, JA
dc.date.accessioned2024-01-10T14:21:45Z
dc.date.available2024-01-10T14:21:45Z
dc.date.issued1992
dc.description.abstractThe Diets-Alder adducts 5, 19, 9, 10, 8, 11, of benzoquinones bearing activating groups (COCH3, COCH=CHPh, CO2Me, NO2, CHO, CN) by treatment with 1.3 N hydrochloric acid are initially converted into the dihydrobenzofurans 7, 22, the corresponding alcohols 12, 13 or the arylcrotonaldehydes 14, 15, respectively. By treatment with 8.5 N hydrochloric acid, adducts 8-10 are converted directly into the corresponding dihydrobenzofurans. In the presence of silica gel, adduct 19 is partially converted into the benzocyclooctatriene derivative 21. The alcohol 26, formed by hydrolysis of adduct 25, rearranges to the benzodifuran derivatives 28 and 29 in the presence of silica gel and ethanol or methanol, respectively.
dc.fechaingreso.objetodigital16-04-2024
dc.format.extent12 páginas
dc.fuente.origenWOS
dc.identifier.doi10.1016/S0040-4020(01)81237-0
dc.identifier.issn0040-4020
dc.identifier.urihttps://doi.org/10.1016/S0040-4020(01)81237-0
dc.identifier.urihttps://repositorio.uc.cl/handle/11534/79770
dc.identifier.wosidWOS:A1992HX16100015
dc.information.autorucQuímica;Valderrama J;S/I;98772
dc.issue.numero22
dc.language.isoen
dc.nota.accesoContenido parcial
dc.pagina.final4640
dc.pagina.inicio4629
dc.publisherPERGAMON-ELSEVIER SCIENCE LTD
dc.revistaTETRAHEDRON
dc.rightsacceso restringido
dc.subject.ods03 Good Health and Well-being
dc.subject.odspa03 Salud y bienestar
dc.titleSTUDIES ON QUINONES .24. REARRANGEMENT OF DIELS-ALDER ADDUCTS OF ACTIVATED QUINONES UNDER ACIDIC CONDITIONS
dc.typeartículo
dc.volumen48
sipa.codpersvinculados98772
sipa.indexWOS
sipa.indexScopus
sipa.trazabilidadCarga SIPA;09-01-2024
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