1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 24 h / 70 °C 2: tetrahydrofuran / 4 h / 0 °C 3: manganese(IV) oxide / dichloromethane / 48 h / Reflux 4: Grubb's 2nd generation catalyst / toluene / 1 h / 70 °C 5: hydrogenchloride; water / methanol / 1 h / 60 °C View Scheme

1.1: palladium diacetate; triethylamine; triphenylphosphine / N,N-dimethyl-formamide / 2 h / 100 °C / |Inert atmosphere 2.1: sodium acetate; hydroxylamine hydrochloride / ethanol / 2 h / 80 °C / |Inert atmosphere 3.1: 1,2-dichloro-benzene / 1.5 h / 180 °C / |Inert atmosphere 4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 5 h / 20 °C / |Inert atmosphere 5.1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 1 h / 20 °C / |Inert atmosphere 6.1: trifluorormethanesulfonic acid; trimethyl orthoformate / methanol; nitromethane / 2 h / 100 °C / |Inert atmosphere 7.1: bis-triphenylphosphine-palladium(II) chloride; tetraethylammonium chloride / N,N-dimethyl-formamide / 3 h / 100 °C / |Inert atmosphere 7.2: 1 h / 20 °C / |Inert atmosphere View Scheme

1: 97 percent / Et4NCl / PdCl2(PPh3)2 / dimethylformamide / 0.67 h / 80 °C 2: 93 percent / NH2OH*HCl; AcONa / ethanol / 0.5 h / 80 °C 3: 95 percent / 1,2-dichloro-benzene / 0.33 h / 180 °C 4: 90 percent / Ac2O / 3 h / 100 °C 5: 99 percent / pyridine; CH2Cl2 / 0.17 h / 20 °C 6: 72 percent / Et4NCl / PdCl2(PPh3)2 / dimethylformamide / 0.67 h / 80 °C 7: 93 percent / CF3SO3H; CH(OMe)3 / methanol; nitromethane / 1 h / 100 °C 8: 98 percent / pyridine / 2 h / 20 °C 9: 68 percent / AD-mix-β / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C 10: 93 percent / 1 M K2CO3 / methanol / 1 h / 20 °C View Scheme