Iodine-Catalyzed Annulation Reaction of <i>Ortho</i>-Formylarylketones with Indoles: A General Strategy for the Synthesis of Indolylbenzo[<i>b</i>]carbazoles
Sundaram Suresh, Veerababurao Kavala, Ching‐Fa Yao
Abstract
The iodine-catalyzed cascade reaction of ortho -formylarylketones with indoles for the synthesis of indolylbenzo[ b ]carbazoles is reported. The reaction is initiated in the presence of iodine by two successive nucleophilic additions of indoles with an aldehyde group of ortho -formylarylketones, and the ketone does not undergo a nucleophilic addition and only involves in the Friedel–Crafts-type cyclization. A variety of substrates are tested, and the efficiency of this reaction is demonstrated with gram-scale reactions.
Topics & Concepts
AnnulationIodineChemistryCatalysisKetoneAldehydeNucleophileNucleophilic additionOrganic chemistryMedicinal chemistryCascade reactionIndole testSynthesis of Indole DerivativesBioactive Compounds and Antitumor AgentsCatalytic C–H Functionalization Methods