1: Zn; HCl / toluene 2: PPA View Scheme

phosphorus pentachloride; benzene anschliessend mit SnCl4;

1: Zn; HCl / toluene 2: PPA View Scheme

1: N2H4+H2SO4; KOH; H2O / 190 °C 2: PCl5; benzene / anschliessend mit SnCl4 View Scheme

2: AlCl3, PhNO2 3: OH- 4: (i) Mor, sulfur, (ii) KOH, EtOH 5: polyphosphoric acid View Scheme

1: aq. H2O2, NaOH 3: AlCl3, PhNO2 4: OH- 5: (i) Mor, sulfur, (ii) KOH, EtOH 6: polyphosphoric acid View Scheme

3: 40 percent / toluene / 1 h / Heating 4: 100 percent / acetic acid / 0.17 h / 110 °C 5: 100 percent / acetic acid, silica / toluene / 80 °C 6: 10 percent / chromium trioxide / acetic acid / 0.03 h / 10 °C 7: LiI / dimethylformamide View Scheme

1: With lithium hexamethyldisilazane in tetrahydrofuran T=-78°C; 1 h; Inert atmosphere; 2: With N-bromosuccinmide in tetrahydrofuran T=-78°C; 2 h; Inert atmosphere; 3: With 1,8-diazabicyclo[5.4.0]undec-7-ene in tetrahydrofuran T=-78 - 20°C; Inert atmosphere;

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 1.2: 2 h / -78 °C / Inert atmosphere 1.3: -78 - 20 °C / Inert atmosphere 2.1: ammonium cerium (IV) nitrate / water; acetonitrile / 1 h / 0 °C 3.1: sodium azide / tetrahydrofuran; water / 1 h / 20 °C 4.1: caesium carbonate / toluene / 1 h / 20 °C / Inert atmosphere 5.1: potassium hydroxide / methanol; water / 1 h / 20 °C 6.1: ammonium cerium (IV) nitrate; sodium hydrogencarbonate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere 7.1: boron tribromide / dichloromethane / 1.5 h / -78 - -20 °C / Inert atmosphere View Scheme

palladium on activated charcoal; 1,3,5-trimethyl-benzene T=185°C;