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Synthesis of compounds 8, 12 and 16. Reagents and conditions: (a) 10% Pd/C, H2, EtOH, r.t.; (b) NaNO2, H2O, HCl, H2SO4, KI; (c) Zn(CN)2, Pd2(dba)3, dppf, Zn, DMA, reflux; (d) hydroxylamine hydrogen chloride, NaHCO3, H2O, EtOH, 85 °C; (e) (i) 6N HCl, H2O, AcOH, 45 °C, (ii) HCl, NaNO2, H2O, 0 °C, 3 h; (f) amines, NaHCO3, H2O, THF, 60 °C; (g) NCS, DMF, r.t., 6 h.
