1: 86 percent / 4-(dimethylamino)pyridine / acetonitrile; CH2Cl2 / 4 h / Ambient temperature 2: 80 percent / bis(1-cyano-1-methylethyl)diazene, tributyltinhydride / toluene / 3 h / 80 °C 3: 29 percent / trimethylsilyl triflate / acetonitrile / 2.5 h / -30 °C 4: 98 percent / NH3 / methanol / 18 h / Ambient temperature View Scheme

1: CrO3/pyridine/Ac2O / CH2Cl2 / 0.5 h / Ambient temperature 2: NaBH4 / ethanol / 0.25 h / 0 °C 3: 43 percent / diethylaminosulfur trifluoride / toluene / 1 h / Ambient temperature 4: 89 percent / TMS-OTf / acetonitrile / 1) 1.5h, -30 deg C 2) 2.5h, r.t. 5: 50 percent / NH3 / methanol / 24 h / Ambient temperature View Scheme

1: CrO3/pyridine/Ac2O / CH2Cl2 / 0.5 h / Ambient temperature 2: NaBH4 / ethanol / 0.25 h / 0 °C 3: 43 percent / diethylaminosulfur trifluoride / toluene / 1 h / Ambient temperature 4: 89 percent / TMS-OTf / acetonitrile / 1) 1.5h, -30 deg C 2) 2.5h, r.t. View Scheme

Multi-step reaction with 2 steps 1: HCl / 0.25 h / Ambient temperature2: 26 percent / pyridine / 4 h / 0 °C  

Multi-step reaction with 3 steps 1: 86 percent / 4-(dimethylamino)pyridine / acetonitrile; CH2Cl2 / 4 h / Ambient temperature2: 80 percent / bis(1-cyano-1-methylethyl)diazene, tributyltinhydride / toluene / 3 h / 80 °C3: 29 percent / trimethylsilyl triflate / acetonitrile / 2.5 h / -30 °C