Carbon dioxide incorporation into alkyne compounds mediated by silver catalysts

Satoshi Kikuchi, Tohru Yamada

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

We have reported that a silver catalyst with a base was an effective system for the incorporation and utilization of carbon dioxide in organic syntheses under mild reaction conditions. The C≡C triple bond activation by the silver catalysts was assumed to be a key step in these reactions, which was supported by DFT calculations with a model substrate. Based on these reports, we recently developed three new CO2 incorporations under the mild reaction conditions using our silver catalyst system. In this Personal Account, we describe the silver-catalyzed CO2 incorporation with C-C bond formation to afford the corresponding γ-lactone derivatives and the synthesis of benzoxazin-2-one derivatives and 4-hydroxyquinolin-2(1H)-one derivatives from alkynylanilines with carbon dioxide catalyzed by silver salts. A silver salt and base catalyst system was applied to CO2 incorporation with C-C bond formation to afford the corresponding γ-lactone derivatives in good to high yields. This catalyst system is an efficient approach to the synthesis of benzoxazin-2-one derivatives and 4-hydroxyquinolin-2(1H)-one derivatives from alkynylanilines with carbon dioxide.

Original languageEnglish
Pages (from-to)62-69
Number of pages8
JournalChemical Record
Volume14
Issue number1
DOIs
Publication statusPublished - 2014 Feb

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Silver Compounds
Alkynes
Silver
Carbon Dioxide
Carbon dioxide
Derivatives
Catalysts
Lactones
Salts
Synthetic Chemistry Techniques
Discrete Fourier transforms
Chemical activation
Substrates

Keywords

  • carbon dioxide fixation
  • heterocycles
  • homogeneous catalysis
  • silver
  • synthetic methods

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)
  • Materials Chemistry
  • Biochemistry
  • Biochemistry, medical

Cite this

Carbon dioxide incorporation into alkyne compounds mediated by silver catalysts. / Kikuchi, Satoshi; Yamada, Tohru.

In: Chemical Record, Vol. 14, No. 1, 02.2014, p. 62-69.

Research output: Contribution to journalArticle

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