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Visible-Light-Induced Annulation of Iodonium Ylides and 2-Isocyanobiaryls to Access 6-Arylated Phenanthridines

Jinyang Chen, Hongyu Wu, Hai‐Yang Song, Hongxia Li, Jun Jiang, Tianbao Yang, Wei‐Min He

2023The Journal of Organic Chemistry30 citationsDOI

Abstract

A 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4-CzIPN)-photocatalyzed cascade arylation/cyclization reaction of 2-isocyanobiaryls and iodonium ylides was established for the synthesis of 6-arylated phenanthridines. This is the first example of employing iodonium ylides as aryl radical sources in a visible-light-induced radical cascade cyclization reaction.

Topics & Concepts

ChemistryAnnulationCascadeArylVisible spectrumCascade reactionPhotochemistryMedicinal chemistryCombinatorial chemistryStereochemistryOrganic chemistryCatalysisOptoelectronicsAlkylPhysicsChromatographyRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsOxidative Organic Chemistry Reactions
Visible-Light-Induced Annulation of Iodonium Ylides and 2-Isocyanobiaryls to Access 6-Arylated Phenanthridines | Litcius