Silver-catalyzed incorporation of carbon dioxide into o-alkynylaniline derivatives

Tomonobu Ishida, Satoshi Kikuchi, Tatsuyuki Tsubo, Tohru Yamada

Research output: Contribution to journalArticle

91 Citations (Scopus)

Abstract

Benzoxazine-2-one derivatives are important heterocycle structures because of their various pharmaceutical activities, though their synthetic methods had been limited. In some cases, toxic reagents, such as phosgene or carbon monoxide, are required. It was found that a silver catalyst successfully promoted the incorporation of CO2 into o-alkynylanilines to afford the corresponding benzoxazine-2-ones bearing Z exo-olefin via 6-exo-dig cyclization at the activated C-C triple bond.

Original languageEnglish
Pages (from-to)848-851
Number of pages4
JournalOrganic Letters
Volume15
Issue number4
DOIs
Publication statusPublished - 2013 Feb 15

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Benzoxazines
phosgene
Silver
Carbon Dioxide
carbon monoxide
alkenes
reagents
carbon dioxide
Bearings (structural)
Phosgene
silver
Derivatives
catalysts
Poisons
Cyclization
Alkenes
Carbon Monoxide
Catalysts
Pharmaceutical Preparations

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Silver-catalyzed incorporation of carbon dioxide into o-alkynylaniline derivatives. / Ishida, Tomonobu; Kikuchi, Satoshi; Tsubo, Tatsuyuki; Yamada, Tohru.

In: Organic Letters, Vol. 15, No. 4, 15.02.2013, p. 848-851.

Research output: Contribution to journalArticle

Ishida, Tomonobu ; Kikuchi, Satoshi ; Tsubo, Tatsuyuki ; Yamada, Tohru. / Silver-catalyzed incorporation of carbon dioxide into o-alkynylaniline derivatives. In: Organic Letters. 2013 ; Vol. 15, No. 4. pp. 848-851.
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