Iodine-Catalyzed Regioselective Synthesis of Diphenyl-Substituted Carbazoles via [4 + 2] Annulation of β-Formyl Ketones with Indoles

Sundaram Suresh, Hung Sheng Chien, Chao Hua Chen, Hao Yu Tsai, Dai Ru Chung, Veerababurao Kavala, Ching Fa Yao*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

2 Citations (Scopus)

Abstract

The [4 + 2] annulation of β-formyl ketones with an indole has been developed for the regioselective synthesis of diphenyl-substituted carbazoles in the presence of a catalytic amount of iodine. The 1,4-dicarbonyl compound containing a phenyl group at the α-position of an aldehyde group reacts more readily with indoles to form carbazole derivatives. Using this method, a variety of carbazole derivatives can be readily accessed under mild reaction conditions.

Original languageEnglish
Pages (from-to)17505-17510
Number of pages6
JournalJournal of Organic Chemistry
Volume88
Issue number24
DOIs
Publication statusPublished - 2023 Dec 15

ASJC Scopus subject areas

  • Organic Chemistry

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