The reactions of 2-carboxybenzaldehyde with 1,3- or 1,4-aminealcohols were used to prepare partially or fully saturated tetra- and pentacyclic compounds containing a condensed 1,3-oxazino- or oxazepinoisoindolone moiety and one terminal saturated carbocycle. Isoindolol[2,1-a][3,1]-benzoxazinones, stereoisomeric isoindolo[1,2-b][2,4]benzoxazepinones hexahydrocyclopentane[b]pyrrolo[1,2-a][3,1]-benzoxazinone, octahydroindolo[1,2-b]- and decahydroindolo[1,2-a]benzoxazinone and related pentacyclic derivatives were prepared. The diastereomers 5a-c differ in the ring annelation or in the position of the NCHO hydrogens and annelational hydrogens. The stereostructures of these compounds were elucidated by means of 1H and 13C NMR spectroscopy, including DNOE, DEPT, 2D-HSC measurements and X-ray analysis.
|Number of pages||10|
|Journal||Acta pharmaceutica Hungarica|
|Publication status||Published - Sep 1 1997|
ASJC Scopus subject areas
- Pharmaceutical Science