1.1: sodium hydrogencarbonate / dimethyl sulfoxide / 6 h / 150 °C / |Inert atmosphere 2.1: ozone; sodium hydroxide / water; toluene / 0.58 h / -10 °C 3.1: potassium tert-butylate / tert-butyl alcohol / 0.83 h / |Inert atmosphere; |Reflux 3.2: 1 h / |Inert atmosphere; |Reflux 4.1: copper(ll) bromide; lithium bromide / acetonitrile / 20 h / |Inert atmosphere; |Reflux View Scheme

1: 35 percent / iodosobenzene diacetate, CaCO3, I2 / benzene / 2.5 h / Heating 2: 81 percent / KOH / propan-2-ol; H2O / 18 h / Heating View Scheme

sodium hydrogencarbonate in dimethyl sulfoxide T=150°C; 6 h; Inert atmosphere; regioselective reaction;