1.1: cerium(III) chloride heptahydrate / dichloromethane; methanol / 1 h / 20 °C 1.2: 0.5 h / -78 °C 2.1: o-hydroxynitrobenzene / 52 h / 140 °C / |Sealed tube; |Inert atmosphere 3.1: N-bromosuccinmide / N,N-dimethyl-formamide / 12 h / 0 °C 4.1: palladium 10 on activated carbon; hydrogen / ethanol / 1 h / 20 °C 4.2: 1 h / 20 °C 5.1: 4-(N,N-dimethlyamino)pyridine; 1,1'-carbonothioylbis-1H-imidazole / 1,2-dichloro-benzene / 6 h / |Reflux 6.1: lithium hydroxide hydrate / ethanol; water / 20 h / 20 °C 7.1: trifluoroacetic acid / 1,2-dichloro-ethane / 2.5 h / 20 °C 8.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / |Inert atmosphere; |Reflux View Scheme

1.1: o-hydroxynitrobenzene / 52 h / 140 °C / |Sealed tube; |Inert atmosphere 2.1: N-bromosuccinmide / N,N-dimethyl-formamide / 12 h / 0 °C 3.1: palladium 10 on activated carbon; hydrogen / ethanol / 1 h / 20 °C 3.2: 1 h / 20 °C 4.1: 4-(N,N-dimethlyamino)pyridine; 1,1'-carbonothioylbis-1H-imidazole / 1,2-dichloro-benzene / 6 h / |Reflux 5.1: lithium hydroxide hydrate / ethanol; water / 20 h / 20 °C 6.1: trifluoroacetic acid / 1,2-dichloro-ethane / 2.5 h / 20 °C 7.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / |Inert atmosphere; |Reflux View Scheme

1.1: N-bromosuccinmide / N,N-dimethyl-formamide / 12 h / 0 °C 2.1: palladium 10 on activated carbon; hydrogen / ethanol / 1 h / 20 °C 2.2: 1 h / 20 °C 3.1: 4-(N,N-dimethlyamino)pyridine; 1,1'-carbonothioylbis-1H-imidazole / 1,2-dichloro-benzene / 6 h / |Reflux 4.1: lithium hydroxide hydrate / ethanol; water / 20 h / 20 °C 5.1: trifluoroacetic acid / 1,2-dichloro-ethane / 2.5 h / 20 °C 6.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / |Inert atmosphere; |Reflux View Scheme

1.1: palladium 10 on activated carbon; hydrogen / ethanol / 1 h / 20 °C 1.2: 1 h / 20 °C 2.1: 4-(N,N-dimethlyamino)pyridine; 1,1'-carbonothioylbis-1H-imidazole / 1,2-dichloro-benzene / 6 h / |Reflux 3.1: lithium hydroxide hydrate / ethanol; water / 20 h / 20 °C 4.1: trifluoroacetic acid / 1,2-dichloro-ethane / 2.5 h / 20 °C 5.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / |Inert atmosphere; |Reflux View Scheme

1: 4-(N,N-dimethlyamino)pyridine; 1,1'-carbonothioylbis-1H-imidazole / 1,2-dichloro-benzene / 6 h / |Reflux 2: lithium hydroxide hydrate / ethanol; water / 20 h / 20 °C 3: trifluoroacetic acid / 1,2-dichloro-ethane / 2.5 h / 20 °C 4: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / |Inert atmosphere; |Reflux View Scheme

1: lithium hydroxide hydrate / ethanol; water / 20 h / 20 °C 2: trifluoroacetic acid / 1,2-dichloro-ethane / 2.5 h / 20 °C 3: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / |Inert atmosphere; |Reflux View Scheme

1: trifluoroacetic acid / 1,2-dichloro-ethane / 2.5 h / 20 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / |Inert atmosphere; |Reflux View Scheme

1.1: cerium(III) chloride / methanol / 0.17 h / 20 °C 1.2: 3 h / -40 °C 2.1: methanesulfonic acid / dichloromethane; toluene / 3 h / 20 °C 3.1: toluene-4-sulfonic acid / benzene / 8 h / Reflux 4.1: diisobutylaluminium hydride / dichloromethane; toluene / 3 h / -78 °C 5.1: triethylamine / 12 h / 20 °C 6.1: methanesulfonyl chloride; triethylamine / dichloromethane / 0 - 20 °C 7.1: sodium tetrahydroborate / ethanol / 0 - 20 °C 8.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 9.1: triethylamine / tetrahydrofuran / 0 - 20 °C 10.1: trifluoroacetic acid / 1,2-dichloro-ethane / 8 h / 50 °C 11.1: triethylamine / dichloromethane / 0 - 20 °C 12.1: palladium diacetate; p-benozquinone / acetonitrile / 0 - 50 °C 13.1: L-Selectridereg; / tetrahydrofuran / -78 - 20 °C 14.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 50 °C View Scheme

1: toluene-4-sulfonic acid / benzene / 8 h / Reflux 2: diisobutylaluminium hydride / dichloromethane; toluene / 3 h / -78 °C 3: triethylamine / 12 h / 20 °C 4: methanesulfonyl chloride; triethylamine / dichloromethane / 0 - 20 °C 5: sodium tetrahydroborate / ethanol / 0 - 20 °C 6: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 7: triethylamine / tetrahydrofuran / 0 - 20 °C 8: trifluoroacetic acid / 1,2-dichloro-ethane / 8 h / 50 °C 9: triethylamine / dichloromethane / 0 - 20 °C 10: palladium diacetate; p-benozquinone / acetonitrile / 0 - 50 °C 11: L-Selectridereg; / tetrahydrofuran / -78 - 20 °C 12: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 50 °C View Scheme

1: diisobutylaluminium hydride / dichloromethane; toluene / 3 h / -78 °C 2: triethylamine / 12 h / 20 °C 3: methanesulfonyl chloride; triethylamine / dichloromethane / 0 - 20 °C 4: sodium tetrahydroborate / ethanol / 0 - 20 °C 5: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 6: triethylamine / tetrahydrofuran / 0 - 20 °C 7: trifluoroacetic acid / 1,2-dichloro-ethane / 8 h / 50 °C 8: triethylamine / dichloromethane / 0 - 20 °C 9: palladium diacetate; p-benozquinone / acetonitrile / 0 - 50 °C 10: L-Selectridereg; / tetrahydrofuran / -78 - 20 °C 11: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 50 °C View Scheme