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Reagents and conditions: (a) Pd(PPh3)4, 1,4-dioxane, reflux, 68–79%; (b) NBS, DMF, rt, 72–85%; (c) ArSn(n-Bu)3, Pd(PPh3)4, 1,4-dioxane, reflux or ArB(OH)2, Pd(PPh3)4, toluene, Na2CO3, H2O, 80 °C, 59–79%; (d) H2, Pd/C, EtOAc, EtOH, 68–98%; (e) (i) S-(2-naphthylmethyl)-2-pyridylthioimidate hydrobromide, EtOH/CH3CN, rt, (ii) HCI/EtOH or CH3SO3H, CH2CI2, 55–73%.
