R | R | R | |||
---|---|---|---|---|---|
3a | H | ||||
3b | o-F | 3h | m-F | 3n | p-F |
3c | o-Cl | 3i | m-Cl | 3o | p-Cl |
3d | o-Br | 3j | m-Br | 3p | p-Br |
3e | o-CH3 | 3k | m-CH3 | 3q | p-CH3 |
3f | o-CN | 3l | m-CN | 3r | p-CN |
3g | o-NO2 | 3m | m-NO2 | 3s | p-NO2 |
Reagents and conditions: (a) Ac2O, pyridine, reflux, 6 h, 79%; (b) PhSH, imidazole, NMP, 0 °C, 1 h, 70%; (c) R-PhCH2Br, K2CO3, acetone, rt, 3 h; (d) 2M NH3/MeOH, 0 °C, 1 h, 40%–56% (two steps).