Visible-Light-Promoted Radical Cascade Cyclization of 2-Vinyl Benzimidazoles: Access to Benzo[4,5]imidazo[1,2-<i>b</i>]isoquinolin- 11(6<i>H</i>)-ones
Yao-Tian Wang, Mai Zhang, Zhixing Liu, Yuxin Wu, Qian Yan, Cheng‐Liang Liu, Jiang‐Sheng Li, Zhiwei Li, Han‐Wen Liu, Wensheng Li
Abstract
A visible-light-enabled photoredox radical cascade cyclization of 2-vinyl benzimidazole derivatives is developed. This chemistry is applicable to a wide range of N -aroyl 2-vinyl benzimidazoles as acceptors, and halo compounds, including alkyl halides, acyl chlorides and sulfonyl chlorides, as radical precursors. The Langlois reagent also serves as an effective partner in this photocatalytic oxidative cascade process. This protocol provides a robust alternative for rendering highly functionalized benzo[4,5]imidazo[1,2- b ]isoquinolin-11(6 H )-ones
Topics & Concepts
ChemistryCascadeRadical cyclizationStereochemistryPhotochemistryMedicinal chemistryChromatographyRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsOxidative Organic Chemistry Reactions