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Cobalt-Catalyzed, Aminoquinoline-Directed Coupling of sp(2) C–H Bonds with Alkenes

[Image: see text] A method for cobalt-catalyzed, aminoquinoline-directed ortho-functionalization of sp(2) C–H bonds with alkenes has been developed. Reactions proceed at room temperature in trifluoroethanol solvent, use oxygen from air as an oxidant, and require Mn(OAc)(3) as a cocatalyst. Benzoic,...

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Detalles Bibliográficos
Autores principales: Grigorjeva, Liene, Daugulis, Olafs
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4155791/
https://www.ncbi.nlm.nih.gov/pubmed/25146300
http://dx.doi.org/10.1021/ol502005g
Descripción
Sumario:[Image: see text] A method for cobalt-catalyzed, aminoquinoline-directed ortho-functionalization of sp(2) C–H bonds with alkenes has been developed. Reactions proceed at room temperature in trifluoroethanol solvent, use oxygen from air as an oxidant, and require Mn(OAc)(3) as a cocatalyst. Benzoic, heteroaromatic, and acrylic acid aminoquinoline amides react with ethylene as well as mono- and disubstituted alkenes affording products in good yields. Excellent functional group tolerance is observed; halogen, nitro, ether, and unprotected alcohol functionalities are compatible with the reaction conditions.