Abstract

CASTRO-CASTILLO, VICENTE; GALDAMEZ, ANTONIO; REBOLLEDO-FUENTES, MARCO  and  CASSELS, BRUCE K. ¹H AND ¹³C NMR SPECTRAL ASSIGNMENTS AND X-RAY CRYSTALLOGRAPHY OF 4,5,8,12b-TETRAHYDRO-ISOINDOLO[1,2 -α ]ISOQUINOLINE AND DERIVATIVES. J. Chil. Chem. Soc. [online]. 2012, vol.57, n.1, pp. 972-976. ISSN 0717-9707.  http://dx.doi.org/10.4067/S0717-97072012000100004.

12b-Hydroxy-5,6,8,12b-tetrahydroisoindolo[1,2-α] isoquinolin-8-one (4), 5,6,8,12b-tetrahydroisoindolo[1,2-α]isoquinoline (5) and 12b-hydroxy-5,6,8,12b-tetrahydroisoindolo[1,2-α]isoquinoline (6) were obtained by reduction of 4,5,8,12b-tetrahydroisoindolo[1,2-α]isoquinolin-8-one (3) with LiAlH₄/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).