A Convenient Synthesis of Pyrrolo[3,4-c]quinolines

Andrea Virányi, Miklós Nyerges, Gábor Blaskó, László Töke

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13 Citations (Scopus)

Abstract

A new route to the pyrrolo[3,4-c]quinoline ring system has been developed. The synthesis proceeds stereoselectively in three steps, using 1,3-dipolar cycloaddition of azomethine ylides as a key step. First, a series of 4-arylpyrrolidine-3-carboxyiic acids have been prepared from the appropriate cinnamic esters and a non-stabilized azomethine ylide. The reduction of a nitro group on the aromatic ring was followed by acid-catalyzed intramolecular lactam formation.

Original languageEnglish
Pages (from-to)2655-2660
Number of pages6
JournalSynthesis
Issue number17
DOIs
Publication statusPublished - Jan 1 2003

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Keywords

  • Amino acids
  • Cyclizations
  • Cycloaddition
  • Lactams
  • Quinolines

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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