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Pd-Catalyzed 1,3-Alkenylarylation of Skipped Diene via Metal Migration

[Image: see text] We disclose a palladium-catalyzed difunctionalization of skipped diene with alkenyl triflates and arylboronic acids to produce 1,3-alkenylarylated products. The reaction proceeded efficiently with Pd(acac)(2) as a catalyst and CsF as a base for a wide range of electron-deficient an...

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Detalles Bibliográficos
Autores principales: Chesley, Lucas J., Poudel, Dhruba P., Sapkota, Rishi R., Dhungana, Roshan K., Lakomy, Margaret G., Giri, Ramesh
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10249098/
https://www.ncbi.nlm.nih.gov/pubmed/37305246
http://dx.doi.org/10.1021/acsomega.3c01839
Descripción
Sumario:[Image: see text] We disclose a palladium-catalyzed difunctionalization of skipped diene with alkenyl triflates and arylboronic acids to produce 1,3-alkenylarylated products. The reaction proceeded efficiently with Pd(acac)(2) as a catalyst and CsF as a base for a wide range of electron-deficient and electron-rich arylboronic acids as well as oxygen-heterocyclic, sterically hindered, and complex natural product-derived alkenyl triflates bearing various functional groups. The reaction produced 3-aryl-5-alkenylcyclohexene derivatives with 1,3-syn-disubstituted stereochemistry.