Synthesis of <i>N</i>-Arylcytisine Derivatives Using the Copper-Catalyzed Chan-Lam Coupling

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dc.contributor.authorSanchez-Velasco, Oriel A.
dc.contributor.authorSaavedra-Olavarria, Jorge
dc.contributor.authorAraya-Santelices, Daniel A. A.
dc.contributor.authorHermosilla-Ibanez, Patricio
dc.contributor.authorCassels, Bruce K.
dc.contributor.authorPerez, Edwin G.
dc.date.accessioned2025-01-20T22:13:26Z
dc.date.available2025-01-20T22:13:26Z
dc.date.issued2021
dc.description.abstractN-Arylcytisine derivatives are quite rare. We report here a practical methodology to obtain these compounds. Using the copper-catalyzed Chan-Lam coupling, we synthesized new N-arylcytisine derivatives at room temperature, in air and using inexpensive phenylboronic acids. Cytisine and 3,5-dihalocytisines can act as substrates, and among the products, the p-Br-derivative 2r was used as a substrate to obtain biaryl derivatives under Pd-coupling conditions; ester 2j was converted into its acid and amide derivatives using classical carbodiimide conditions. This shows that the Chan-Lam cross-coupling reaction can be included as a versatile synthetic tool in the derivatization of natural products.
dc.fuente.origenWOS
dc.identifier.doi10.1021/acs.jnatprod.1c00275
dc.identifier.eissn1520-6025
dc.identifier.issn0163-3864
dc.identifier.urihttps://doi.org/10.1021/acs.jnatprod.1c00275
dc.identifier.urihttps://repositorio.uc.cl/handle/11534/94450
dc.identifier.wosidWOS:000677582700013
dc.issue.numero7
dc.language.isoen
dc.pagina.final1992
dc.pagina.inicio1985
dc.revistaJournal of natural products
dc.rightsacceso restringido
dc.subject.ods03 Good Health and Well-being
dc.subject.odspa03 Salud y bienestar
dc.titleSynthesis of <i>N</i>-Arylcytisine Derivatives Using the Copper-Catalyzed Chan-Lam Coupling
dc.typeartículo
dc.volumen84
sipa.indexWOS
sipa.trazabilidadWOS;2025-01-12
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