, 20 was obtained in 46% (0.219 g) yield as a yellow solid: mp 97-99 °C. 1 H NMR (400 MHz, CDCl3): ? 7.94 (s, 2H), 7.74 (s, 1H), 7.58 (d, J = 7.8 Hz, 1H), vol.7
, 376 MHz, CDCl3): ? -63.1. 13 C NMR (100 MHz, CDCl3): ? 137, vol.9
, -Chlorobenzyl)-2-(perfluorophenyl)-4,5, vol.6, p.7
, From bromopentafluorobenzene (0.494 g, 2 mmol) and Ticlopidine
, 21 was obtained in 67% (0.288 g) yield as a white solid: mp 134-136 °C. 1 H NMR (400 MHz, CDCl3): ? 7.58 (d, J = 7.5 Hz, 1H), 7.41 (d, J = 7.7 Hz, 1H)
MHz, CDCl3): ? 143.8 (dm, J = 253.0 Hz), 139.5 (dm ,
, 137.8 (dm, J = 253.0 Hz), vol.137
, 22 was obtained in 63% (0.246 g) yield as a yellow solid, p.119
, °C. 1 H NMR (400 MHz, CDCl3): ? 8.32 (d, J = 7.8 Hz, 1H), 7.91 (d, J = 7.8 Hz, 1H), 7.86 (d, J = 8.1Hz, 1H), 7.64 (d, J = 7.5 Hz, 1H), 7.58-7.48 (m, 4H), 7.42 (d, J = 7.7 Hz, 1H), 7.34-7.22 (m, 2H), 6.89 (s, 1H), 3.92 (s, 2H), 3.75 (s, 2H), 3.03-2.95 (m, 4H). 13 C NMR (100 MHz, CDCl3): ? 139
, g, 2 mmol) and Ticlopidine (0.264 g, 1 mmol), 23 was obtained in 78% (0.318 g) yield as a yellow solid
, Hz, 1H), 8.13 (d, J = 7.8 Hz, 1H), 7.72-7.63 (m, 2H), 7.58 (dd, J = 7, vol.4
, 97 (s, 1H), 3.81 (s, 2H), 3.61 (s, 2H), 2.93-2.84 (m, 4H). 19 F NMR (376 MHz, DMSOd6): ? -122.9, Hz, 1H), 7.52 (dd, J = 8.0, 5.6 Hz, 1H), 7.47 (dd, J = 7.7, 1.3 Hz, 1H), 7.40-7.28 (m, 3H), vol.6
, From 3-bromopyridine (0.316 g, 2 mmol) and Ticlopidine (0.264 g, 1 mmol), 24 was obtained in 80% (0.273 g) yield as a yellow solid, p.91
, 82 (s, 2H), 3.60 (s, 2H), 2.92-2.83 (m, 4H), °C. 1 H NMR (400 MHz, CDCl3): ? 8.80 (d, J = 1.9 Hz, 1H), 8.45 (dd, J = 4.7, 1.3 Hz, 1H), 7.72 (d, J = 7.5 Hz, 1H), 7.54 (dd, J = 7.5, 1.4 Hz, 1H), 7.36 (dd, J = 7.7, 1.2 Hz, 1H), 7.29-7.16 (m, 3H), 6.93 (s, 1H), vol.3
, 25 was obtained in 61% (0.208 g) yield as a yellow oil. 1 H NMR (400 MHz, CDCl3): ? 8.56 (d, J = 5.8 Hz, 2H), 7.57 (dd, J = 7.5, 1.6 Hz, 1H), 7.41-7.37 (m, 3H), 7.31-7.19 (m, 2H), 7.15 (s, 1H), 3.87 (s, 2H), 3.67 (s, 2H), 2.98-2.89 (m, 4H). 13 C NMR (100 MHz, CDCl3): ? 150
, From 2-bromo-6-(trifluoromethyl)pyridine (0.452 g, 2 mmol) and
, 26 was obtained in 78% (0.319 g) yield as a yellow solid: mp 124-126 °C. 1 H NMR (400 MHz, CDCl3): ? 7.81 (t, J = 7.9 Hz, 1H), 7.68 (d, J = 8.0 Hz, 1H), 7.58 (dd, J = 7.5, 1.4 Hz, 1H), 7.47 (d, J = 7.6 Hz, 1H), vol.7, p.376
, ? -68.3. 13 C NMR (100 MHz, CDCl3): ? 153.4, 148.1 (q, J = 34.6 Hz), 140.2, 137.9
, 27 was obtained in 83% (0.324 g) yield as a yellow solid: mp 107-109 °C. 1 H NMR (400 MHz, CDCl3): ? 9.15 (d, J = 2.2 Hz, 1H), 8.17 (d, J = 1.8 Hz, 1H), 8.10 (d, J = 8.4 Hz, 1H), 7.80 (d, J = 8.1 Hz, 1H), vol.7
,
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