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Synthesis 1996; 1996(10): 1212-1216
DOI: 10.1055/s-1996-4366
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Application of Organolithium and Related Reagents in Synthesis; Part 17: Synthesis of Azaisoindolo[2,1-a]quinoline Derivatives

Jan Epsztajn* , Renata Grzelak, Andrzej Jóźwiak1
  • *Department of Organic Chemistry, University of Łódź, PL-90-136 Łódź, Narutowicza 68, Poland, Fax +48(42)786583
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Publication Date:
31 December 2000 (online)

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The synthesis of the 3-hydroxy-5(or 7)-azaisoindolin-1-ones and their conversion into 2-aryl-2,3-dihydro-3-oxo-1H-azaisoindole-1-acetic acids, and their subsequent cyclization via sequential treatment with oxalyl chloride and aluminium chloride as a way of regiospecific transformation of pyridinecarboxylic acids into the corresponding dihydroazaisoindolo[2,1-a]quinolinediones is described.

lithiation - 3-hydroxyazaisoindolinones - Wittig reaction - Friedel-Crafts reaction - azaisoindolo[2,1-a]quinolinediones