1,2-Halogen migration in haloallenyl ketones: Regiodivergent synthesis of halofurans

Anna W. Sromek, Marina Rubina, Vladimir Gevorgyan

Research output: Contribution to journalArticlepeer-review

196 Scopus citations


Selective 1,2-iodine, bromine, and chlorine migration in haloallenyl ketones in the presence of Au catalyst has been demonstrated. It was found that, depending on the nature of the Au catalyst used, either selective bromine migration or hydrogen shift occurs, leading to the formation of 3- or 2-bromofurans, respectively. Halirenium intermediate was proposed for the unusual 1,2-halogen migration. This cascade transformation allows for mild and efficient synthesis of various types of 3-halofurans.

Original languageEnglish (US)
Pages (from-to)10500-10501
Number of pages2
JournalJournal of the American Chemical Society
Issue number30
StatePublished - Aug 3 2005
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry


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