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).
Main Authors: | , , , |
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Format: | Digital revista |
Language: | English |
Published: |
Sociedad Chilena de Química
2012
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Online Access: | http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072012000100004 |
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Summary: | 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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