1: 1-iodo-2,3-dimethoxybenzene With boron tribromide in dichloromethane T=-78 - 20°C; Inert atmosphere; 2: diiodomethane With caesium carbonate in N,N-dimethyl-formamide T=120°C; 1 h; Inert atmosphere;

1.1: n-butyllithium / tetrahydrofuran; hexane / -10 - 20 °C 1.2: -45 - 20 °C 2.1: boron tribromide / dichloromethane / -78 - 20 °C / Inert atmosphere 2.2: 1 h / 120 °C / Inert atmosphere View Scheme

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / 0 - 20 °C / |Inert atmosphere 1.2: 4 h / 20 °C / |Inert atmosphere 2.1: hydrogenchloride / methanol; tetrahydrofuran; water / 3.5 h / 45 °C / |Inert atmosphere View Scheme

1.1: sodium hydride / N,N-dimethyl-formamide; tetrahydrofuran / 0.83 h / 0 °C / |Inert atmosphere 1.2: 1 h / 20 °C / |Inert atmosphere 2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / 0 - 20 °C / |Inert atmosphere 2.2: 4 h / 20 °C / |Inert atmosphere 3.1: hydrogenchloride / methanol; tetrahydrofuran; water / 3.5 h / 45 °C / |Inert atmosphere View Scheme