Iron-catalyzed oxidative cross-coupling of phenols and alkenes

Umesh A. Kshirsagar, Clil Regev, Regev Parnes, Doron Pappo

Research output: Contribution to journalArticlepeer-review

75 Scopus citations

Abstract

A novel bioinspired iron-catalyzed oxidative cross-coupling reaction between phenols and conjugated alkenes was developed. This method enables the direct coupling of phenols with styrene, α-alkyl- and α- arylstyrenes, β-alkyl styrenes, and stilbenes, thereby providing a new strategy for the preparation of the pharmacologically important 2,3-dihydrobenzofuran motif. In addition, this study revealed that under a different set of conditions an oxidative/addition dearomatization reaction of 1,1′-bi-2-naphthol (BINOL) with styrene can take place.

Original languageEnglish
Pages (from-to)3174-3177
Number of pages4
JournalOrganic Letters
Volume15
Issue number12
DOIs
StatePublished - 21 Jun 2013

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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