Gold-catalyzed 1,3-transposition of ynones

Roohollah Kazem Shiroodi, Mohammad Soltani, Vladimir Gevorgyan

Research output: Contribution to journalArticlepeer-review

38 Scopus citations

Abstract

An efficient, regioselective gold-catalyzed 1,3-transposition reaction of ynones and diynones has been developed. It was found that stereoelectronic (interrupted conjugation) and electronic (extended conjugation) factors could efficiently govern the regioselectivity of this thermodynamically controlled transformation. The produced conjugated diynones were efficiently transformed into diverse alkyne-substituted five- and six-membered heterocycles.

Original languageEnglish (US)
Pages (from-to)9882-9885
Number of pages4
JournalJournal of the American Chemical Society
Volume136
Issue number28
DOIs
StatePublished - Jul 16 2014
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry
  • Biochemistry
  • Colloid and Surface Chemistry

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