iodine in dimethyl sulfoxide T=110°C; 24 h;

1: 5,7,4'-trihydroxyflavone With sodium hydride in N,N-dimethyl-formamide 0.166667 h; Cooling with iceInert atmosphere; 2: benzyl bromide in N,N-dimethyl-formamide T=20°C; 20 h; Inert atmosphere;

iodine in dimethyl sulfoxide T=110°C;

1: 75 percent / K2CO3 / acetone / 6 h / Heating 2: 76 percent / I2 / dimethylsulfoxide / 24 h / 110 °C View Scheme

1: 75 percent / K2CO3 / acetone / 6 h / Heating 2: 76 percent / I2 / dimethylsulfoxide / 24 h / 110 °C View Scheme

1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydride / N,N-dimethyl-formamide / 20 °C 3: iodine / dimethyl sulfoxide / 110 °C View Scheme

1: sodium hydride / N,N-dimethyl-formamide / 20 °C 2: iodine / dimethyl sulfoxide / 110 °C View Scheme

1: 3,3-dimethyldioxirane / dichloromethane; acetone / 0 °C 2: acetic acid / water / 110 °C 3: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C 4: methanol; sodium methylate / 5 h / 20 °C 5: hydrogen; palladium(II) oxide hydrate / tetrahydrofuran; methanol / 6 h / 20 °C View Scheme

1.1: DMSO; 3 Angstroem molecular sieves / acetone; CH2Cl2 / -20 - 0 °C 1.2: 50 percent / TsOH*H2O / CH2Cl2 / 1 h / 20 °C 2.1: 85 percent / PPh3 / Pd2(dba)3*CHCl3 / CH2Cl2 / 3 h / 0 °C 3.1: 73 percent / NaBH4 / CH2Cl2; methanol / 3 h / -78 °C 4.1: 96 percent / OsO4; NMO / acetone; 2-methyl-propan-2-ol; H2O / 3 h / 0 °C 5.1: 80 percent / H2 / Pd/C / tetrahydrofuran; ethanol / 3 h / 20 °C View Scheme

1: With 3,3-dimethyldioxirane in dichloromethane; acetone T=0°C; 2: With toluene-4-sulfonic acid in dichloromethane T=0°C; 0.5 h;