potassium carbonate; thiophenol in 1-methyl-pyrrolidin-2-one T=190°C; 0.75 h;

1: 74 percent / H2SO4 / 8 h / Heating 2: 70 percent / CuBr; MeOH / ethyl acetate / 3.5 h / Heating 3: 85 percent / aq. NaOH / methanol 4: 78 percent / tetrahydrofuran; diethyl ether / 1.5 h / 20 °C 5: 72 percent / K2CO3; PhSH / 1-methyl-pyrrolidin-2-one / 0.75 h / 190 °C View Scheme

1: 70 percent / CuBr; MeOH / ethyl acetate / 3.5 h / Heating 2: 85 percent / aq. NaOH / methanol 3: 78 percent / tetrahydrofuran; diethyl ether / 1.5 h / 20 °C 4: 72 percent / K2CO3; PhSH / 1-methyl-pyrrolidin-2-one / 0.75 h / 190 °C View Scheme

1: 85 percent / aq. NaOH / methanol 2: 78 percent / tetrahydrofuran; diethyl ether / 1.5 h / 20 °C 3: 72 percent / K2CO3; PhSH / 1-methyl-pyrrolidin-2-one / 0.75 h / 190 °C View Scheme

1: 78 percent / tetrahydrofuran; diethyl ether / 1.5 h / 20 °C 2: 72 percent / K2CO3; PhSH / 1-methyl-pyrrolidin-2-one / 0.75 h / 190 °C View Scheme

1: (i) benzene, (ii) aq. H2SO4 2: Py*HCl / Heating View Scheme