Remote Arylative Substitution of Alkenes Possessing an Acetoxy Group via β-Acetoxy Elimination

Kazuma Muto, Takaaki Kumagai, Fumitoshi Kakiuchi, Takuya Kochi

Research output: Contribution to journalArticlepeer-review

Abstract

Palladium-catalyzed remote arylative substitution was achieved for the reaction of arylboronic acids with alkenes possessing a distant acetoxy group to provide arylation products having an alkene moiety at the remote position. The use of β-acetoxy elimination as a key step in the catalytic cycle allowed for regioselective formation of unstabilized alkenes after chain walking. This reaction was applicable to various arylboronic acids as well as alkene substrates.

Original languageEnglish
JournalAngewandte Chemie - International Edition
DOIs
Publication statusAccepted/In press - 2021

Keywords

  • alkenes
  • arylation
  • chain walking
  • palladium
  • β-acetoxy elimination

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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