potassium dihydrogenphosphate; Fremy’s salt; Adogen-464 in water; benzene 1.5 h; Ambient temperature;

1: 76 percent / adogen-464, potassium nitrodisulfanate in 1/6 M KH2PO4 (Fremy's salt) / benzene; H2O / 1.5 h / Ambient temperature 2: 1.) KBH4, air, 2.) pyridine / 1.) THF/EtOH, 22 h, 2.) 0 deg C, overnight 3: 78 percent / methanol, NH3 / tetrahydrofuran / 48 h View Scheme

hydrogenchloride in ethanol; water Heating;

1: With hydrogenchloride; sodium nitrite in water T=0°C; 1 h; 2: With sulfuric acid in water T=88 - 100°C;

1: 50 percent / PhLi / tetrahydrofuran / -78 - 20 °C 2: 27 percent / HCl / ethanol; H2O / Heating View Scheme

1: NEt4Br; NaOH / H2O; CH2Cl2 2: 50 percent / PhLi / tetrahydrofuran / -78 - 20 °C 3: 27 percent / HCl / ethanol; H2O / Heating View Scheme