CO Gas-free Intramolecular Cyclocarbonylation Reactions of Haloarenes Having a C-Nucleophile through CO-Relay between Rhodium and Palladium

Tsumoru Morimoto*, Mana Yamashita, Ai Tomiie, Hiroki Tanimoto, Kiyomi Kakiuchi

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

We describe transfer carbonylation reactions of 2-bromoarenes that contain a carbon-nucleophile using aldehydes as a substitute for CO, leading to the formation of indanone derivatives. The transformation proceeds efficiently under RhI/Pd0-hybrid catalytic conditions consisting of two discrete transition metals, rhodium and palladium, which catalyze the decarbonylation of aldehydes and the subsequent carbonylation of bromoarenes using the resulting carbonyl moiety, respectively. The majority of the abstracted CO is transferred directly to the product via a CO-relay process from rhodium to palladium.

Original languageEnglish
Pages (from-to)473-477
Number of pages5
JournalChemistry - An Asian Journal
Volume15
Issue number4
DOIs
StatePublished - 2020/02/17

Keywords

  • aldehydes
  • dual catalysis
  • indanones
  • intramolecular cyclocarbonylation
  • transfer carbonylation

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

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