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M. A. Fakhfakh et al. / Tetrahedron Letters 42 (2001) 3847–3850
1-(2-quinolyl)ethylene: 1H NMR (l ppm): 5.66 (d, J=10.9
1H), 8.06 (d, J=8.1 Hz, 1H); 13C NMR (l ppm): 18.60,
118.70, 125.80, 127.40, 129.10, 129.50, 129.46, 130.40,
132.30, 132.70, 148.00, 156.40; ESI-MS (m/z) 170 (MH+);
Hz, 1H), 6.26 (d, J=17.7 Hz, 1H), 7.04 (dd, J=17.7, 10.9
Hz, 1H), 7.49 (dd, J=7.2, 6.9 Hz, 1H), 7.60 (d, J=8.7
Hz, 1H), 7.69 (ddd, J=7.0, 8.3, 0.6 Hz, 1H), 7.77 (d,
J=7.9 Hz, 1H), 8.06 (d, J=9.9 Hz, 1H), 8.08 (d, J=8.8
Hz, 1H); 13C NMR (l ppm): 118.26, 119.68, 126.17,
126.90, 127.34, 129.22, 129.46, 136.17, 137.87, 147.93,
155.96; CI MS (m/z) 156 (MH+, 100); 2-(2-
quinolyl)trimethylsilylethyne: 1H NMR (l ppm): 0.30 (s,
9H), 7.52 (m, 2H), 7.69 (dd, J=7.5, 7.5 Hz, 1H), 7.75 (d,
J=8.4 Hz, 1H) 8.08 (d, J=8.4 Hz, 1H), 8.10 (d, J=8.3
Hz, 1H); 13C NMR (l ppm): −0.35, 95.50, 104.19, 124.24,
126.99, 127.30, 127.40, 129.26, 129.84, 135.90, 143.09,
147.94; CI-MS (m/z) 225 (M+, 100); 4-(2-quinolyl)butene:
1H NMR (l ppm): 2.48 (dt, J=7.6, 7.0 Hz, 2H), 2.99 (t,
J=7.4 Hz, 2H), 4.96 (m, 1H), 5.82 (dddd, J=16.8, 10.2,
6.6, 6.6 Hz, 1H), 7.19 (d, J=9.2 Hz, 1H), 7.38 (dd,
J=7.4, 7.4 Hz, 1H), 7.59 (dd, J=7.2, 7.1 Hz, 1H), 7.67
(d, J=8.0 Hz, 1H), 7.96 (d, J=8.4 Hz, 2H); 13C NMR (l
ppm): 33.67, 38.45, 115.12, 121.20, 125.83, 126.82, 127.00,
129.50, 130.10, 136.14, 137.70, 147.76, 161.87; EI-MS (70
eV, m/z) 183 (M+, 71), 182 (100), 168 (53), 167 (32), 156
1
2-(2-quinolyl)propane: H NMR (l ppm): 1.40 (d, J=6.7
Hz, 6H), 3.30 (hept, J=6.8 Hz, 1H), 7.35 (d, J=8.6 Hz,
1H), 7.48 (dd, J=7.9, 7.2 Hz, 1H), 7.68 (ddd, J=6.9, 6.8,
1.5 Hz, 1H), 7.77 (d, J=8.0 Hz, 1H), 8.05 (d, J=8.9 Hz,
1H), 8.09 (d, J=8.6 Hz, 1H); 13C NMR (l ppm): 22.24,
36.94, 118.96, 125.30, 126.67, 127.11, 128.79, 129.01,
136.01, 147.53, 167.24; ESI-MS (m/z) 172 (MH+, 100);
1-(2-quinolyl)decane: 1H NMR (l ppm): 0.87 (t, J=6.6
Hz, 3H), 1.20–1.48 (m, 14H), 1.81 (quint., J=7.5 Hz,
2H), 2.96 (t, J=7.9 Hz, 2H), 7.29 (d, J=8.6 Hz, 1H),
7.47 (dd, J=7.9, 7.2 Hz, 1H), 7.67 (ddd, J=8.4, 7.1, 1.2
Hz, 1H), 7.76 (d, J=8.2 Hz, 1H), 8.05 (d, J=8.3 Hz,
2H); 13C NMR (l ppm): 14.04, 22.62, 26.84, 29.26, 29.51,
30.02, 31.84, 39.34, 121.26, 125.50, 127.37, 127.13, 128.78,
129.18, 136.03, 147.83, 163.01; CI-MS (m/z) 270 (MH+,
100); 1-(2-quinolyl)-2-methylpropene: 1H NMR (l ppm):
2.01 (s, 3H), 2.17 (s, 3H), 6.52 (s, 1H), 7.32 (d, J=8.4 Hz,
1H), 7.47 (dd, J=7.3, 7.2 Hz, 1H), 7.67 (ddd, J=7.1, 6.9,
1.2 Hz, 1H), 7.75 (d, J=7.8 Hz, 1H), 8.04 (d, J=8.4 Hz,
1H), 8.06 (d, J=8.4 Hz, 1H); 13C NMR (l ppm): 19.78,
27.26, 122.17, 125.22, 125.50, 126.03, 127.14, 128.94,
129.06, 135.40, 142.20, 147.80, 157.51; ESI-MS (m/z) 184
(MH+, 100).
1
(23), 149 (20), 143 (18); E-(2-quinolyl)propene: H NMR
(l ppm): 2.01 (d, J=5.6 Hz, 3H), 6.73 (d, J=16.0 Hz,
1H), 6.86 (dq, J=16.0, 5.6 Hz, 1H), 7.47 (dd, J=7.6, 7.5
Hz, 1H), 7.52 (d, J=8.6 Hz, 1H), 7.68 (ddd, J=8.5, 7.1,
1.2 Hz, 1H), 7.75 (d, J=7.9 Hz, 1H), 8.02 (d, J=8.1 Hz,
.