Copper-catalyzed oxidative aromatization of 2-cyclohexen-1-ones to phenols in the presence of catalytic hydrogen bromide under molecular oxygen

Kotaro Kikushima, Yuta Nishina

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

Catalytic oxidative aromatization has been achieved using 2-cyclohexen-1-ones to obtain phenol derivatives in the presence of a catalytic amount of copper salt and aqueous HBr under molecular oxygen. The amount of HBr was successfully reduced to a catalytic quantity, and the other additive such as a ligand and an oxidant as well as inert conditions were unnecessary. Various mono-, di-, and trisubstituted phenols with substituents at the desired positions could be synthesized under cheap and simple conditions. An oxidative aromatization/bromination sequence was also demonstrated to obtain bromophenols with excess HBr.

Original languageEnglish
Pages (from-to)20150-20156
Number of pages7
JournalRSC Advances
Volume3
Issue number43
DOIs
Publication statusPublished - Nov 21 2013

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Hydrobromic Acid
Aromatization
Molecular oxygen
Phenols
Copper
Hydrogen
Phenol
Oxidants
Salts
Ligands
Derivatives
2-cyclohexen-1-one

ASJC Scopus subject areas

  • Chemical Engineering(all)
  • Chemistry(all)

Cite this

Copper-catalyzed oxidative aromatization of 2-cyclohexen-1-ones to phenols in the presence of catalytic hydrogen bromide under molecular oxygen. / Kikushima, Kotaro; Nishina, Yuta.

In: RSC Advances, Vol. 3, No. 43, 21.11.2013, p. 20150-20156.

Research output: Contribution to journalArticle

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