1: 1-bromo-4-methoxy-benzene With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.5 h; Inert atmosphere; 2: N-methoxy-N-methyl-3,4-ethylenedioxybenzamide in tetrahydrofuran; hexane T=20°C; Inert atmosphere;

iodine in neat (no solvent) T=85°C; 0.5 h;

manganese(IV) dioxide in dichloromethane

PPA T=90 - 100°C; 3 h;

1.1: triethylamine / acetonitrile / 20 h / 40 °C 2.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere 2.2: 20 °C / Inert atmosphere View Scheme

1.1: acetonitrile / 0.33 h / 20 °C 2.1: triethylamine / acetonitrile / 20 h / 40 °C 3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere 3.2: 20 °C / Inert atmosphere View Scheme

1.1: urea hydrogen peroxide addition compound; sodium hydroxide / methanol; water / 1.5 h / Reflux 2.1: acetonitrile / 0.33 h / 20 °C 3.1: triethylamine / acetonitrile / 20 h / 40 °C 4.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere 4.2: 20 °C / Inert atmosphere View Scheme

1: iodine / dichloromethane / 0.67 h / 52 °C 2: iodine / neat (no solvent) / 0.5 h / 85 °C View Scheme