Rearrangement of aryl geranyl ethers

Mercedesz Törincsi, P. Kolonits, J. Fekete, L. Novák

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

This article describes the thermal rearrangement reactions of aryl geranyl ethers. These reactions depend on the structure of the aryl moiety of the substrate and the reaction conditions used. The naphthyl ethers underwent a [1,3]-alkyl shift, followed by acid-catalyzed intramolecular cyclization. The microwave-assisted rearrangement of isoquinolinyl ether showed a pattern of an abnormal Claisen rearrangement. The multi step rearrangement of the quinolyl ether afforded a spiro compound. These new reactions were used to synthesize novel heterocyclic compounds.

Original languageEnglish
Pages (from-to)3187-3199
Number of pages13
JournalSynthetic Communications
Volume42
Issue number21
DOIs
Publication statusPublished - Nov 1 2012

Fingerprint

Ethers
Ether
Spiro Compounds
Heterocyclic Compounds
Cyclization
Microwaves
Acids
Substrates
Hot Temperature

Keywords

  • benzo[ a[xanthene
  • Benzo[ h[chromene
  • furo[3,2-f[isoquinoline
  • furo[3,2-h[quinoline
  • microwave-assisted synthesis
  • rearrangement

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Rearrangement of aryl geranyl ethers. / Törincsi, Mercedesz; Kolonits, P.; Fekete, J.; Novák, L.

In: Synthetic Communications, Vol. 42, No. 21, 01.11.2012, p. 3187-3199.

Research output: Contribution to journalArticle

Törincsi, Mercedesz ; Kolonits, P. ; Fekete, J. ; Novák, L. / Rearrangement of aryl geranyl ethers. In: Synthetic Communications. 2012 ; Vol. 42, No. 21. pp. 3187-3199.
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