1,2-boryl migration empowers regiodivergent synthesis of borylated furans

Roohollah Kazem Shiroodi, Olesja Koleda, Vladimir Gevorgyan

Research output: Contribution to journalArticle

53 Scopus citations

Abstract

A regioselective transition metal-catalyzed cycloisomerization reaction of boron-containing alkynyl epoxides toward C2- and C3-borylated furans has been developed. It was found that the copper catalyst as well as the gold catalyst with more basic triflate counterion favor boryl migration toward C3-borylated furans, whereas employment of the cationic gold hexafluoroantimonate affords C2-borylated furan via a formal 1,2-hydrogen shift.

Original languageEnglish (US)
Pages (from-to)13146-13149
Number of pages4
JournalJournal of the American Chemical Society
Volume136
Issue number38
DOIs
StatePublished - Sep 24 2014
Externally publishedYes

ASJC Scopus subject areas

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

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