Journal of the Chilean Chemical Society
On-line version ISSN 0717-9707
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).