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

Abstract

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.