Springer Online Journal Archives 1860-2000
Abstract A tricyclic γ-lactam ketone, 1,10a-Dihydropyrrolo[1,2]isoquinoline-3,10(2H,5H)-dione, and its corresponding Mannich base, 10a-(Dimethylaminomethyl)-1,10a-dihydropyrrolo[1,2b]isoquinoline-3,10(2H,5H)-dione hydrochloride, have been synthesized. The molecular and crystal structures of both compounds were studied by NMR-spectroscopy and X-ray crystallography. Unit cell parameters are:a=8.799(7),b=7.137(6),c=16.156(8)Å,β=76.28(5)°, space groupP21/c forthe first compound, anda=15.343(9),b=7.490(6),c=13.465(8) Å,β=110.98(3)°, space groupP21/c for the second. The structures were refined to discrepancy factorsR=0.068 for 1261 andR=0.047 for 2138 observed CuK α data, respectively. The conversion of the tricyclic γ-lactam ketone to its corresponding Mannich base does not affect thecis configuration between the fused tetrahydropyridine and γ-lactam rings, but does result in conformational changes in both rings.
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