Synthesis of Tetrahydroindeno[1,2-b]indol-10-ones and Their Rearrangement to [2]Benzopyrano[4,3-b]indol-5-ones

James L. Bullington, John Harold Dodd

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Abstract

The formation of tetrahydroindeno[1,2-b]indol-10-ones 1 by reaction of ninhydrin with substituted anilines is described. The tetrahydroindeno[1,2-6]indol-10-ones 1 rearrange to form 5,11-dihydro-[2]benzopyran[4,3-b] indol-5-ones 8 when heated under acid conditions. Reaction of ninhydrin with 3-hydroxyaniline gave a benzo[b]indeno[2,1-d]furan 4.

Original languageEnglish (US)
Pages (from-to)4833-4836
Number of pages4
JournalJournal of Organic Chemistry
Volume58
Issue number18
DOIs
StatePublished - Jan 1 1993

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All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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