Synthesis and further rearrangements of 7-(2-cycloalken-1-yl)-8-quinolinols

Mercedesz Törincsi, Pal Kolonits, Lajos Novak

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Rearrangement reaction of 8-(cycloalkenyloxy)quinolines and the acid-catalyzed cyclization of the products were investigated. These reactions afforded insights on interesting new heterocyclic systems. Depending on the size of the cycloalkenyl moiety, we could isolate benzofuro[3,2-h]quinoline, methanooxecino[3,2-h]quinoline, methanooxonino[3,2-h]quinoline, and/or spiro[cycloalkano-1,2′-furo[3,2-h]quinoline. The mechanism of the novel rearrangement reactions is also discussed. Graphical Abstract: [Figure not available: see fulltext.]

Original languageEnglish
Pages (from-to)993-999
Number of pages7
JournalMonatshefte fur Chemie
Volume145
Issue number6
DOIs
Publication statusPublished - Jun 2014

Keywords

  • Claisen rearrangement
  • Cyclization
  • Furo-quinoline
  • Oxecino-quinoline
  • Oxonino-quinoline
  • Ring constriction

ASJC Scopus subject areas

  • Chemistry(all)

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