¹H AND 13C NMR SPECTRAL ASSIGNMENTS AND X-RAY CRYSTALLOGRAPHY OF 4,5,8,12b-TETRAHYDRO-ISOINDOLO[1,2 -α ]ISOQUINOLINE AND DERIVATIVES

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).

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Detalles Bibliográficos
Autores principales: CASTRO-CASTILLO,VICENTE, GALDÁMEZ,ANTONIO, REBOLLEDO-FUENTES,MARCO, CASSELS,BRUCE K
Formato: Digital revista
Idioma:English
Publicado: Sociedad Chilena de Química 2012
Acceso en línea:http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072012000100004
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Sumario: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).