1: acetonitrile With lithium diisopropyl amide in tetrahydrofuran T=-78 - 0°C; Inert atmosphere; 2: cyclohex-2-en-1-yl bromide in tetrahydrofuran T=0 - 20°C; Inert atmosphere;

tris-(dibenzylideneacetone)dipalladium(0); triethylamine; P(3,5-2F3C-C6H3)3 in N,N-dimethyl-formamide T=120°C; Narasaka-Heck cyclization; 1 h; Inert atmosphere;

tris-(dibenzylideneacetone)dipalladium(0); triethylamine; P(3,5-2F3C-C6H3)3 in N,N-dimethyl-formamide T=120°C; Beckmann rearrangement; 1 h; Inert atmosphere;

1: 100 percent / LiAlH4 / diethyl ether / 1) 0 deg C, 10 min, 2) RT, 2 h 2: 91 percent / pyridine / 24 h / 4 °C 3: 90 percent / dimethylsulfoxide / 1.75 h / 85 - 90 °C 4: BBr3 View Scheme

1: KI / hexamethylphosphoric acid triamide / 0.25 h / 40 °C 2: 1.) Zn, 2.) HMPT / 1.) THF, 2.) 8 h, room temp. View Scheme

1: triethylamine / dichloromethane / 2 h / 0 - 20 °C 2: tris-(dibenzylideneacetone)dipalladium(0); triethylamine; P(3,5-2F3C-C6H3)3 / N,N-dimethyl-formamide / 1 h / 120 °C / Inert atmosphere View Scheme

1.1: diisobutylaluminium hydride / tetrahydrofuran; hexane / 0.58 h 1.2: 0.25 h / 20 °C 2.1: pyridine; hydroxylamine hydrochloride / ethanol / 23 h / 20 °C 3.1: triethylamine / dichloromethane / 2 h / 0 - 20 °C 4.1: tris-(dibenzylideneacetone)dipalladium(0); triethylamine; P(3,5-2F3C-C6H3)3 / N,N-dimethyl-formamide / 1 h / 120 °C / Inert atmosphere View Scheme

1: pyridine; hydroxylamine hydrochloride / ethanol / 23 h / 20 °C 2: triethylamine / dichloromethane / 2 h / 0 - 20 °C 3: tris-(dibenzylideneacetone)dipalladium(0); triethylamine; P(3,5-2F3C-C6H3)3 / N,N-dimethyl-formamide / 1 h / 120 °C / Inert atmosphere View Scheme

1: triethylamine / dichloromethane / 15 h / 0 - 20 °C 2: tris-(dibenzylideneacetone)dipalladium(0); triethylamine; P(3,5-2F3C-C6H3)3 / N,N-dimethyl-formamide / 1 h / 120 °C / Inert atmosphere View Scheme

1: hydroxylamine hydrochloride; sodium acetate / methanol / 40 h / 80 °C 2: triethylamine / dichloromethane / 15 h / 0 - 20 °C 3: tris-(dibenzylideneacetone)dipalladium(0); triethylamine; P(3,5-2F3C-C6H3)3 / N,N-dimethyl-formamide / 1 h / 120 °C / Inert atmosphere View Scheme