Preparation and NMR determination of structures of tri-, tetra- and pentacyclic isoindolone derivatives

✍ Scribed by Pal Sohár; Samuel Frimpong-Manso; Géza Stájer; Gábor Bernáth

• Book ID: 102952436
• Publisher: John Wiley and Sons
• Year: 1994
• Tongue: English
• Weight: 586 KB
• Volume: 32
• Category: Article
• ISSN: 0749-1581
• DOI: 10.1002/mrc.1260321202

✦ Synopsis

Abstract

From the reactions of 3‐endo‐benzoyl‐6‐exo‐phenylbicyclo[2.2.1] heptane‐2‐endo‐carboxylic acid (2) and α,ω‐diamines or o‐aminophenol/thiophenol, different tri‐, tetra‐ and pentacyclic phenyl‐substituted norbornane‐condensed heterocycles were prepared. With ethylenediamine, 2 furnished two isomeric imidazolo[2,1‐a]isoindolones. In the formation of one of them, an end→oexo isomerizaton was observed. The stereostructures (configurations and conformations) of the compounds were elucidated by ^1^H and ^13^C NMR spectroscopy, with the aid of routine spectra and also DR, DNOE, DEPT, COLOC and 2D‐HSC measurements.