Application of the Intramolecular α-Amido-alkylation Reaction for the Synthesis of Dibenzo /a,h/ Quinolizines

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• The 1H-NMR spectra were measured at 60 MHz with Perkin-Elmer R-24B spectrometer. The data in ppm in CDCI3 (TMS) are as follows: 6A 2.90 (t,2H,J=9), 3.50 (s,2H), 3.75(s,6H), 3.88(s,6H), 4.25(t,2H,J=9), 5.52(s,1H), 6.55(s,2H), 6.68(s,2H); 6B 3.00 (t,2H,J=7), 3.49(s,2H), 3.65(s,3H), 3.82(s,3H), 3.88 (s,6H), 3.98(s,3H), 4.65(t,2H,J=8), 5.73(s,1H), 6.30 (s,1H), 6.45(s,1H), 6.62(s, 1H); 6C 2.80(t,2H,J=8), 3.52(s,2H), 3.75(s,6H), 3.83(s,3H), 4. 52(t,2H,J=8), 5.50(s,1H), 6.50(s,1H), 6.82(s,1H), 6.78(s,2H), 7.18(s,1H); 6D 2.32(s,3H), 2.70(t,2H,J=6), 3.55(s,2H), (t,2H,J=8), 5.52(s,1H), 6.56(s,1H), 6.68(s,1H), 6.82–7.00(s,3H); 6E 2.90(t,2H,J=9), 3.50(s,2H), 3.78(s,3H), 3.88(s,3H), 4.30(t,2H,J=9), 5.60(s,1H), 6.60(s,1H), 6.70(s,1H), 7.20(s,4H); 6F 3.05(t,2H,J=9), 3.45(s,2H), 3.72(s,3H), 3.83(s,3H), 4.40(t,2H,J=8), 5.50(s,1H), 6.45(s,1H), 6.60(s,1H), 7.12(s,4H); 6g 2.95(t,2H,J=7), 3.55(s,2H), 3.75(s,3H), 4.35(t,2H,J=6), 5.60(s,1H), 6.70(s,3H), 7.17(d,4H,J=5); 6h 2.95(t,2H,J=9), 3.58(s,2H), 4.52(t,2H,J=8), 5.65(s,1H), 7.17(d,8H,J=5); 6i 2.30(s,3H), 2.90(t,2H,J=8), 3.50(s,2H), 4.10(t,2H,J=8), 5.58(s,1H), 6.80–7.10(m,3H), 7.20(s,4H)
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• The M. S. spectra were recorded on a JMS-D3000 spectrometer and m/e (M+) are as follows: 6a 369 (C21H23NO5, 369.2); 6b 399 (C22H25NO6, 399.2); 6c 339 (C20H21NO4, 339); 6d 323 (C20H21NO3, 323.0) 6e 309 (C19H19NO3, 309.2); 6f 309 (C19H19NO3, 309.2); 6g 279 (C18H17NO2, 279.2); 6h 249 (C17H15NO, 249.2); 6i 263 (C18H17NO, 263.2)
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