Modular Access to Azepines by Directed Carbonylative C–C Bond Activation of Aminocyclopropanes

[Image: see text] A modular Rh-catalyzed entry to azepines is outlined. Under a CO atmosphere, protecting group directed C–C bond activation of aminocyclopropanes provides rhodacyclopentanones. These intermediates are effective for intramolecular C–H metalation of either an N-aryl or N-vinyl unit en...

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Detalles Bibliográficos
Autores principales: Wang, Gang-Wei, Bower, John F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5834216/
https://www.ncbi.nlm.nih.gov/pubmed/29461050
http://dx.doi.org/10.1021/jacs.7b13087
Descripción
Sumario:[Image: see text] A modular Rh-catalyzed entry to azepines is outlined. Under a CO atmosphere, protecting group directed C–C bond activation of aminocyclopropanes provides rhodacyclopentanones. These intermediates are effective for intramolecular C–H metalation of either an N-aryl or N-vinyl unit en route to azepine ring systems. Thus, byproduct-free heterocyclizations are enabled by sequential C–C activation and C–H functionalization steps.

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