Scheme 7. Synthetic transformations. Conditions: (a) 3b (0.1 mmol), NaOAc (2.0 equiv.), NH2OH·HCl (2.0 equiv.), MeOH/H2O (1.0 mL/1.0 mL), 90 °C, 2 h; (b) 3b (0.1 mmol), NaN3 (4.0 equiv.), NH4Cl (2.0 equiv.), DMF (1.0 mL), N2, 120 °C, 24 h; (c) 3b (0.1 mmol), NaOH aqueous solution (3 equiv., 3 M), 80 °C, 15 h; (d) 3b-V (0.05 mmol), K2CO3 (2.0 equiv.), MeI (2.0 equiv.), THF (1.0 mL), 40 °C, 5 h; (e) 3e (0.10 mmol), Pd(PPh3)4 (0.005 mmol), K2CO3 (0.4 mmol), Ar–B(OH)2 (0.12 mmol), EtOH/H2O/toluene = (0.3 mL/0.4 mL/1.0 mL), 95 °C, 12 h.
