Rhenium-catalyzed synthesis of indene derivatives via C-H bond activation

Yoichiro Kuninobu, Yuta Nishina, Atsushi Kawata, Makoto Shouho, Kazuhiko Takai

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

Rhenium complex, [ReBr(CO)3(thf)]2-catalyzed reactions between aromatic imines and either acetylenes or α,β- unsaturated carbonyl compounds gave indene derivatives in good to excellent yields. These reactions proceed via C-H bond activation, insertion of acetylenes or α,β-unsaturated carbonyl compounds, intramolecular nucleophilic cyclization, and reductive elimination. Indene derivatives were also obtained from aromatic ketones and α,β-unsaturated carbonyl compounds in the presence of catalytic amounts of the rhenium complex and p-anisidine. Sequential ruthenium-catalyzed hydroamination of aromatic acetylenes with anilines, and rhenium-catalyzed reactions of the formed aromatic ketimines with α,β-unsaturated carbonyl compounds also provided indene derivatives.

Original languageEnglish
Pages (from-to)1149-1154
Number of pages6
JournalPure and Applied Chemistry
Volume80
Issue number5
DOIs
Publication statusPublished - May 1 2008

Keywords

  • Atom-economical
  • C-H activation
  • Indene
  • Rhenium

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)

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