potassium tert-butylate in tert-butyl alcohol T=20°C; Reflux; TemperatureSolvent; regioselective reaction;

1: Bromure de phenyl magnesium With [1,3-bis(diphenylphosphino) propane] dichloronickel(II) in diethyl ether; benzene 0.25 h; Heating; 2: 4-ethyl-5-(4'-methoxyphenyl)-3-(methylthio)-1-phenyl-1H-pyrazole in diethyl ether; benzene 12 h; Heating;

1.1: 70 percent / dimethylsulfoxide / 4 h / 80 °C 2.1: lithium diisopropylamide / tetrahydrofuran; petroleum ether / 1 h / -78 °C 2.2: 97 percent / tetrahydrofuran; petroleum ether / 16 h / 20 °C 3.1: 85 percent / MnO2 / CH2Cl2 / 110.4 h / 20 °C View Scheme

1.1: lithium diisopropylamide / tetrahydrofuran; petroleum ether / 1 h / -78 °C 1.2: 97 percent / tetrahydrofuran; petroleum ether / 16 h / 20 °C 2.1: 85 percent / MnO2 / CH2Cl2 / 110.4 h / 20 °C View Scheme

1.1: 70 percent / dimethylsulfoxide / 4 h / 80 °C 2.1: lithium diisopropylamide / tetrahydrofuran; petroleum ether / 1 h / -78 °C 2.2: 97 percent / tetrahydrofuran; petroleum ether / 16 h / 20 °C 3.1: 85 percent / MnO2 / CH2Cl2 / 110.4 h / 20 °C View Scheme

1.1: 72 percent / ethanol / 5 h / Heating 2.1: NiCl2(dppp) / diethyl ether; benzene / 0.25 h / Heating 2.2: 61 percent / diethyl ether; benzene / 12 h / Heating View Scheme

1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 - 20 °C / |Inert atmosphere 2: potassium tert-butylate / tert-butyl alcohol / 20 °C / |Reflux View Scheme