Rh(ii)-catalyzed branch-selective C–H alkylation of aryl sulfonamides with vinylsilanes

Rhodium(ii)-catalyzed unusual branch-selective ortho-C–H alkylation of aryl sulfonamides with vinylsilanes was achieved using an 8-aminoquinoline directing group. Notably, the para-substituted aryl sulfonamides gave mono-(branched)alkylated products exclusively without the formation of any double C–...

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Detalles Bibliográficos
Autores principales: Rej, Supriya, Chatani, Naoto
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7069504/
https://www.ncbi.nlm.nih.gov/pubmed/32206270
http://dx.doi.org/10.1039/c9sc04308j
Descripción
Sumario:Rhodium(ii)-catalyzed unusual branch-selective ortho-C–H alkylation of aryl sulfonamides with vinylsilanes was achieved using an 8-aminoquinoline directing group. Notably, the para-substituted aryl sulfonamides gave mono-(branched)alkylated products exclusively without the formation of any double C–H alkylated byproducts. The results of deuterium labeling experiments suggest that both hydrometalation and carbometalation pathways are involved in this conversion.

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