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

Research output: Contribution to journalArticle

52 Scopus citations


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
Issue number18
StatePublished - Jan 1 1993


All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this