1: 74 percent / diethyl ether / 4 h / Ambient temperature 2: 95 percent / Br2 / methanol / 0.5 h / 0 °C View Scheme

Electrolysis;

Electrolysis;

Electrolysis;

cytochrome P450 enzyme CYP199A4 from Rhodopseudomonas palustris HaA2; nicotinamide adenine dinucleotide; bovine liver catalase in ethanol pH=7.4; Enzymatic reaction;

T=240°C; Chlorwasserstoff-Atmosphaere;

T=240°C; Chlorwasserstoff-Atmosphaere;

1.1: dichloromethane; N,N-dimethyl-formamide / 3 h / 0 - 20 °C 2.1: pyridine / toluene / 16 h / |Reflux 3.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 2 h / -75 - -60 °C 3.2: 3 h / -78 °C 4.1: copper(l) iodide; triethylamine; tris(dibenzylideneacetone)dipalladium(0) chloroform complex / N,N-dimethyl-formamide / 12 h / 60 °C / |Inert atmosphere 5.1: hydrogenchloride / tetrahydrofuran; water / 12 h / 40 °C 6.1: sodium tetrahydroborate / tetrahydrofuran / 2 h / -25 °C 7.1: methanol; lithium hydroxide hydrate / tetrahydrofuran / 20 °C View Scheme

1: 100 percent / SOCl2 2: 91 percent / LiAlH4 / diethyl ether 3: 76 percent / HBr, aq/H2SO4 4: 93 percent / dimethylsulfoxide 5: 78 percent / H2SO4 / acetic acid View Scheme

1: 100 percent / SOCl2 2: 91 percent / LiAlH4 / diethyl ether 3: 76 percent / HBr, aq/H2SO4 View Scheme