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Pd(II)-Catalyzed Fujiwara–Moritani Reactions for the Synthesis and Functionalization of Substituted Coumarins

[Image: see text] Highly substituted coumarins, privileged and versatile scaffolds for bioactive natural products and fluorescence imaging, are obtained via a Pd(II)-catalyzed direct C–H alkenylation reaction (Fujiwara–Moritani reaction), which has emerged as a powerful tool for the construction and...

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Detalles Bibliográficos
Autores principales: Ortiz-de-Elguea, Verónica, Carral-Menoyo, Asier, Simón-Vidal, Lorena, Martinez-Nunes, Mikel, Barbolla, Iratxe, Lete, Marta G., Sotomayor, Nuria, Lete, Esther
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8581981/
https://www.ncbi.nlm.nih.gov/pubmed/34778620
http://dx.doi.org/10.1021/acsomega.1c03469
Descripción
Sumario:[Image: see text] Highly substituted coumarins, privileged and versatile scaffolds for bioactive natural products and fluorescence imaging, are obtained via a Pd(II)-catalyzed direct C–H alkenylation reaction (Fujiwara–Moritani reaction), which has emerged as a powerful tool for the construction and functionalization of heterocyclic compounds because of its chemical versatility and its environmental advantages. Thus, a selective 6-endo cyclization led to 4-substituted coumarins in moderate yields. Selected examples have been further functionalized in C3 through a second intermolecular C–H alkenylation reaction to give coumarin-acrylate hybrids, whose fluorescence spectra have been measured.