Litcius/Paper detail

Visible-Light-Induced Radical Cascade Reaction of 1-Allyl-2-ethynylbenzoimidazoles with Thiosulfonates to Assemble Thiosulfonylated Pyrrolo[1,2-<i>a</i>]benzimidazoles

Yan Liu, Niuniu Zhang, Yanli Xü, Yanyan Chen

2021The Journal of Organic Chemistry27 citationsDOI

Abstract

A visible-light-induced radical domino reaction of 1-allyl-2-ethynylbenzoimidazoles with thiosulfonates was developed, which generated the thiosulfonylated pyrrolo[1,2-a]benzimidazoles in moderate to good yields. This reaction proceeded under transition-metal-free conditions with good functional group tolerance and high regioselectivity. The possible pathway involved thiosulfonates were activated through the energy transfer route promoted by photocatalysis.

Topics & Concepts

RegioselectivityChemistryFunctional groupPhotochemistryDominoCascade reactionVisible spectrumPhotocatalysisCombinatorial chemistryCatalysisOrganic chemistryMaterials sciencePolymerOptoelectronicsSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods