Silver-Catalyzed Carbon Dioxide Fixation on Alkynylindenes

Akira Okumura, Po Yao Chuang, Kodai Saito, Tohru Yamada

Research output: Contribution to journalArticlepeer-review

Abstract

The synthesis of polycyclic indene derivatives via silver-catalyzed carbon dioxide fixation on 2-alkynylindene derivatives was achieved by nucleophilic addition of the indenyl anion to carbon dioxide involving carbon-carbon bond formation and subsequent intramolecular cyclization to the alkyne part activated by a silver catalyst. This cascade process could be applied to various substrates to obtain the corresponding products in high yields. The endo/exo selectivity of the cyclization could be controlled by the steric or electronic effect of the substituents on the substrates, and 6-endo-selective cyclization was realized to afford α-pyrone-fused indenes.

Original languageEnglish
JournalOrganic Letters
DOIs
Publication statusAccepted/In press - 2020

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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