1: 90 percent / CuI; Et3N / PdCl2(PPh3)2 / acetonitrile / 12 h / 25 °C 2: 98 percent / hydrazine monohydrate / tetrahydrofuran / 2 h / 25 °C 3: 87 percent / thiourea; Cs2CO3; CBr4 / PdI2 / tetrahydrofuran / 2 h / 50 °C 4: 93 percent / H2 / Pd/C / ethyl acetate / 24 h / 25 °C 5: 93 percent / AcOH; H2SO4 / H2O / 1 h / 50 °C View Scheme