Radical-mediated alkene carboamination/dearomatization of arylsulfonyl-o-allylanilines via photoredox catalysis

Abstract

Indoline-fused heterocycles are prevalent in both naturally and synthetically bioactive molecules. We report herein a mild protocol for alkene carboamination/dearomatization of arylsulfonyl-o-allylanilines via photoredox catalysis in a radical cascade manner, furnishing 1,4-cyclohexadiene-containing indoline-fused heterocycles with high diversity. This reaction proceeds through a cascade of oxidative sulfonamidyl radical formation, 5-exo-trig cyclization, and dearomatization. Moreover, this transformation occurs under redox-neutral conditions and exhibits wide functional-group compatibility.