thiamine diphosphate in methanol T=80°C; 1 h;

1: With formic acid; [Ru(II)(2,2’-bipyridine)3]Cl2; diethyl-1,4-dihydro-2,6-dimethyl-3,5-pyridine dicarboxylate; N-ethyl-N,N-diisopropylamine in methanol; N,N-dimethyl-formamide T=25°C; 24 h; Irradiation; 2: With di-tert-butyl dicarbonate; triethylamine in methanol; N,N-dimethyl-formamide T=25°C; 12 h;

sodium azide in N,N-dimethyl-formamide T=50°C; 1 h;

nicotinoyl azide; di-isopropyl azodicarboxylate; triphenylphosphine in toluene T=0 - 20°C; Mitsunobu reaction; 12 h;

sodium azide in dimethyl sulfoxide

TfN3; copper(II) sulfate; triethylamine in acetonitrile

1: diethyl ether 2: diethyl ether / 12 h / 20 °C 3: 100 percent / LiAlH4 / tetrahydrofuran / 12 h / 20 °C 4: 75 percent / I2; imidazole; PPh3 / benzene / 1 h / 20 °C 5: 98 percent / NaN3 / dimethylformamide / 1 h / 50 °C View Scheme

1: diethyl ether / 12 h / 20 °C 2: 100 percent / LiAlH4 / tetrahydrofuran / 12 h / 20 °C 3: 75 percent / I2; imidazole; PPh3 / benzene / 1 h / 20 °C 4: 98 percent / NaN3 / dimethylformamide / 1 h / 50 °C View Scheme

1: 100 percent / LiAlH4 / tetrahydrofuran / 12 h / 20 °C 2: 75 percent / I2; imidazole; PPh3 / benzene / 1 h / 20 °C 3: 98 percent / NaN3 / dimethylformamide / 1 h / 50 °C View Scheme