1: 6,7-O,O-demethylene-6,7-O,O-dimethylpodophyllotoxin With trimethylsilyl iodide in 1,2-dichloro-ethane T=-20 - -10°C; 6 h; 2: 4-fluoroaniline With barium carbonate in 1,2-dichloro-ethane T=20°C; 12 h;

1: 80 percent / boron trichloride / CH2Cl2 / 1 h / -70 - -65 °C 2: 94 percent / diethyl ether; methanol / 3 h / Ambient temperature 3: 1.) HBr, 2.) barium carbonate / 1.) dichloromethane, RT, 14 h, 2.) 1,2-dichloroethane, RT, overnight View Scheme

1: 94 percent / diethyl ether; methanol / 3 h / Ambient temperature 2: 1.) HBr, 2.) barium carbonate / 1.) dichloromethane, RT, 14 h, 2.) 1,2-dichloroethane, RT, overnight View Scheme

hydrogen bromide; barium carbonate 1.) dichloromethane, RT, 14 h, 2.) 1,2-dichloroethane, RT, overnight; Yield given. Multistep reaction. Yields of byproduct given;