Preparation and structure of pyrrolo- and isoindoloquinazolinones

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14 Citations (Scopus)

Abstract

Aroylpropionic acids react with cis- and trans-2-aminocyclohexane- or 4-cyclohexene-1-carboxamides and diexo-norbornane/ene analogues to give saturated or partly saturated pyrroloquinazolinones and methylene-bridged derivatives. In the reactions of 2-formylbenzoic acid or 2-aroylbenzoic acid with aminocarboxamides, the isoindoloquinazolinones were formed. Bisacyl derivatives were also isolated. The product aminocarboxamides always retained their starting cis, trans, diexo or diendo configurations. The structures, including the ring annelations and the position of the aryl group or, for the reaction of formylbenzoic acid, that of the H atom on the new chiral centre, were established by means of NMR spectroscopy.

Original languageEnglish
Pages (from-to)139-147
Number of pages9
JournalJournal of Molecular Structure
Volume694
Issue number1-3
DOIs
Publication statusPublished - Jun 1 2004

Keywords

  • DIFFNOE
  • Diastereomers
  • Isoindoloquinazolinones
  • NMR
  • Pyrroloquinazolinones

ASJC Scopus subject areas

  • Analytical Chemistry
  • Spectroscopy
  • Organic Chemistry
  • Inorganic Chemistry

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