1H-imidazole in N,N-dimethyl-formamide T=-18°C; Hanessian's silylation; 14 h;

1H-imidazole; sodium methylate 1.) methanol, RT, 4 h, 2.) DMF, RT, 10 h; Yield given. Multistep reaction;

1: NaOMe / methanol 2: imidazole View Scheme

1H-imidazole

pyridine; 4-(N,N-dimethlyamino)pyridine in dichloromethane T=20°C; 3 h;

1.1: Bu2SnO 1.2: tetrabutylammonium iodide 2.1: dimethyldioxirane / CH2Cl2; acetone / 0.17 h / 0 °C 2.2: 73 percent / ZnCl2 / CH2Cl2; diethyl ether / 18 h / 20 °C 3.1: tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h View Scheme