1: acetyl chloride With aluminium trichloride in carbon disulfide T=20°C; 0.25 h; 2: 5,6,7,7a,8,9,10,11-octahydro-4H-benzo[ef]heptalene in carbon disulfide T=0 - 20°C;

aluminium trichloride in carbon disulfide T=-22°C; 3 h;

1.1: sodium hydride / benzene; mineral oil / 0.25 h / 0 °C 1.2: 20 °C / |Reflux 2.1: palladium 10 on activated carbon; hydrogen / ethyl acetate / 3 h 3.1: diisobutylaluminium hydride / hexane; toluene / 1 h / -78 - 20 °C 4.1: sodium hydride / benzene; mineral oil / 0.17 h / 0 °C 4.2: 20 - 70 °C 5.1: palladium 10 on activated carbon; hydrogen / ethyl acetate / 3 h 6.1: sodium hydroxide / methanol; water / 3 h / 20 °C 7.1: polyphosphoric acid / 4 h / 110 °C 8.1: trifluoroacetic acid; triethylsilane / 60 °C 9.1: AlCl3, aluminium chloride View Scheme

1.1: palladium 10 on activated carbon; hydrogen / ethyl acetate / 3 h 2.1: diisobutylaluminium hydride / hexane; toluene / 1 h / -78 - 20 °C 3.1: sodium hydride / benzene; mineral oil / 0.17 h / 0 °C 3.2: 20 - 70 °C 4.1: palladium 10 on activated carbon; hydrogen / ethyl acetate / 3 h 5.1: sodium hydroxide / methanol; water / 3 h / 20 °C 6.1: polyphosphoric acid / 4 h / 110 °C 7.1: trifluoroacetic acid; triethylsilane / 60 °C 8.1: AlCl3, aluminium chloride View Scheme

1.1: sodium hydride / benzene; mineral oil / 0.17 h / 0 °C 1.2: 20 - 70 °C 2.1: palladium 10 on activated carbon; hydrogen / ethyl acetate / 3 h 3.1: sodium hydroxide / methanol; water / 3 h / 20 °C 4.1: polyphosphoric acid / 4 h / 110 °C 5.1: trifluoroacetic acid; triethylsilane / 60 °C 6.1: AlCl3, aluminium chloride View Scheme

1: palladium 10 on activated carbon; hydrogen / ethyl acetate / 3 h 2: sodium hydroxide / methanol; water / 3 h / 20 °C 3: polyphosphoric acid / 4 h / 110 °C 4: trifluoroacetic acid; triethylsilane / 60 °C 5: AlCl3, aluminium chloride View Scheme

1: sodium hydroxide / methanol; water / 3 h / 20 °C 2: polyphosphoric acid / 4 h / 110 °C 3: trifluoroacetic acid; triethylsilane / 60 °C 4: AlCl3, aluminium chloride View Scheme

1: polyphosphoric acid / 4 h / 110 °C 2: trifluoroacetic acid; triethylsilane / 60 °C 3: AlCl3, aluminium chloride View Scheme