Cascade Functionalization of C(sp(3))-Br/C(sp(2))-H Bonds: Access to Fused Benzo[e]isoindole-1,3,5-trione via Visible-Light-Induced Reductive Radical Relay Strategy

摘要

A reductive radical relay strategy for the construction of fused benzo[e]isoindole-1,3,5-trione through a reaction of alpha-bromo ketones with maleimides in the presence of Ir(ppy)(3) under visible-light irradiation is described. The protocol employs very mild reaction conditions and offers satisfactory yields. Moreover, the reaction proceeds through a cascade C(sp(3))-Br/C(sp(2))-H functionalization, double C-C bond formation, and oxidative aromatization sequence.