Intramolecular catalytic Friedel-Crafts reactions with allenyl cations for the synthesis of quinolines and their analogues

Teruhiko Ishikawa, Shinobu Manabe, Toshiaki Aikawa, Takayuki Kudo, Seiki Saito

Research output: Contribution to journalArticle

61 Citations (Scopus)

Abstract

(Equation Presented) This paper describes a novel method to synthesize a quinoline backbone by incorporating allenyl cations into a catalytic intramolecular Friedel-Crafts reaction. The initial products were isomerized and aromatized upon treatment with acid and base, respectively, to give quinolines. The basic concept also proved to be promising for 1-benzazepine, 1-benzazocine, or isoquinoline synthesis.

Original languageEnglish
Pages (from-to)2361-2364
Number of pages4
JournalOrganic Letters
Volume6
Issue number14
DOIs
Publication statusPublished - Jul 8 2004

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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