Iodine-Catalyzed Annulation Reaction of Ortho-Formylarylketones with Indoles: A General Strategy for the Synthesis of Indolylbenzo[b]carbazoles

Sundaram Suresh, Veerababurao Kavala, Ching Fa Yao*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)3666-3677
Number of pages12
JournalJournal of Organic Chemistry
Volume88
Issue number6
DOIs
Publication statusPublished - 2023 Mar 17

ASJC Scopus subject areas

  • Organic Chemistry

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