A photocatalytic hydrogen atom transfer and aryl migration strategy for the arylalkylation of activated alkenes with 1-(o-iodoaryl)-alkan-1-ones

Abstract

A visible-light promoted photocatalysis for remote C(sp³)–H alkylation of 1-(o-iodoaryl)alkan-1-ones with N-(arylsulfonyl)acrylamides via a 1,5-hydrogen atom transfer (HAT), 1,4-aryl migration, and SO₂-extrusion sequence to achieve various β-alkyl arylalkanones is described. The formation of alkyl C-radical intermediates at the β-position of aryl ketones from aryl radicals through intramolecular HAT proceeded smoothly. Furthermore, this methodology demonstrates excellent functional group tolerance, broad scope, and high site selectivity.