1H and 13C NMR spectral assignments and X-ray crystallography of 4,5,8,12b-TETrahydro-isoindolo[1,2-a]isoquinoline and derivatives

Abstract

12b-Hydroxy-5,6,8,12b-tetrahydroisoindolo[1,2-a]isoquinolin-8-one (4), 5,6,8,12b-tetrahydroisoindolo[1,2-a]isoquinoline (5) and 12b-hydroxy-5,6,8,12b- tetrahydroisoindolo[1,2-a]isoquinoline (6) were obtained by reduction of 4,5,8,12b-tetrahydroisoindolo[1,2-a]isoquinolin-8-one (3) with LiAlH 4/THF/N2. The precursor and products were characterized by NMR spectroscopy and the X-ray crystal structure of 5 hydrochloride monohydrate (5a) was determined. 1H and 13C NMR spectra were completely assigned for compounds 3, 4, and 5a, using two-dimensional experiments (H-H COSY, HMQC, HMBC and H-H NOESY).