1: Pd-C / Heating 2: (saponification) View Scheme

1.1: palladium 10 on activated carbon / triglyme (triethylene glycol dimethyl ether) / 4 h / 240 °C / Inert atmosphere 2.1: methanesulfonic acid / 0.5 h / 90 °C / Inert atmosphere 3.1: n-butyllithium; N-cyclohexyl-N-isopropylamine / tetrahydrofuran; hexane / -78 °C / Inert atmosphere 3.2: 1 h / -78 °C / Inert atmosphere 4.1: palladium 10 on activated carbon / triglyme (triethylene glycol dimethyl ether) / 4 h / 240 °C / Inert atmosphere 5.1: diisobutylaluminium hydride / hexane; toluene / 1 h / -78 °C / Inert atmosphere 5.2: Inert atmosphere 6.1: methanesulfonic acid / dichloromethane / 0.5 h / 20 °C / Cooling with ice View Scheme

1: Pd-C / Heating 2: (saponification) 3: (i) SOCl2, Py, Et2O, (ii) SnCl4, benzene View Scheme

1: H+, molecular sieves 2: H2 / Pd/C / acetic acid View Scheme

1: AlCl3, EtNO2 2: H+, molecular sieves 3: H2 / Pd/C / acetic acid View Scheme

hydrogen; palladium on activated charcoal in acetic acid

sulfuric acid

1.1: hydrazine hydrate / diethylene glycol / 0.5 h / 20 °C 1.2: 120 - 215 °C 2.1: AlCl3, aluminium chloride / tetrachloroethane, 1,1,2,2- / 20 °C / Cooling with ice 3.1: hydrazine hydrate / diethylene glycol / 0.5 h / 20 °C 3.2: 120 - 215 °C 4.1: sulfuric acid / Reflux View Scheme

1.1: methanesulfonic acid / 0.5 h / 90 °C / Inert atmosphere 2.1: hydrazine hydrate / diethylene glycol / 0.5 h / 20 °C 2.2: 120 - 215 °C 3.1: AlCl3, aluminium chloride / tetrachloroethane, 1,1,2,2- / 20 °C / Cooling with ice 4.1: hydrazine hydrate / diethylene glycol / 0.5 h / 20 °C 4.2: 120 - 215 °C 5.1: sulfuric acid / Reflux View Scheme

1.1: hydrazine hydrate / diethylene glycol / 0.5 h / 20 °C 1.2: 120 - 215 °C 2.1: methanesulfonic acid / 0.5 h / 90 °C / Inert atmosphere 3.1: hydrazine hydrate / diethylene glycol / 0.5 h / 20 °C 3.2: 120 - 215 °C 4.1: AlCl3, aluminium chloride / tetrachloroethane, 1,1,2,2- / 20 °C / Cooling with ice 5.1: hydrazine hydrate / diethylene glycol / 0.5 h / 20 °C 5.2: 120 - 215 °C 6.1: sulfuric acid / Reflux View Scheme