Rearrangements of Cycloalkenyl Aryl Ethers

Mercedesz Törincsi, Melinda Nagy, Tamás Bihari, A. Stirling, P. Kolonits, L. Novák

Research output: Contribution to journalArticle

Abstract

Rearrangement reactions of cycloalkenyl phenol and naphthyl ethers and the acid-catalyzed cyclization of the resulting product were investigated. Claisen rearrangement afforded 2-substituted phenol and naphthol derivatives. Combined Claisen and Cope rearrangement resulted in the formation of 4-substituted phenol and naphthol derivatives. In the case of cycloocthylphenyl ether the consecutive Claisen and Cope rearrangements were followed by an alkyl migration. The mechanism of this novel rearrangement reaction is also discussed.

Original languageEnglish
Article number503
JournalMolecules
Volume21
Issue number4
DOIs
Publication statusPublished - Apr 1 2016

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Ethers
Phenol
phenols
Naphthols
ethers
Derivatives
Cyclization
Ether
acids
Acids
products

Keywords

  • Claisen rearrangement
  • Cope rearrangement
  • Naphthyl ethers
  • Phenol ethers
  • Reaction mechanism

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Rearrangements of Cycloalkenyl Aryl Ethers. / Törincsi, Mercedesz; Nagy, Melinda; Bihari, Tamás; Stirling, A.; Kolonits, P.; Novák, L.

In: Molecules, Vol. 21, No. 4, 503, 01.04.2016.

Research output: Contribution to journalArticle

Törincsi, Mercedesz ; Nagy, Melinda ; Bihari, Tamás ; Stirling, A. ; Kolonits, P. ; Novák, L. / Rearrangements of Cycloalkenyl Aryl Ethers. In: Molecules. 2016 ; Vol. 21, No. 4.
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