sodium hydride; 2-propanethiol in N,N-dimethyl-formamide 4 h; Heating;

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C 1.2: 88 percent / tetrahydrofuran; hexane / 0.5 h / 0 °C 2.1: 38 percent / NaH; 2-propanethiol / dimethylformamide / 4 h / Heating View Scheme

1.1: 70 percent / NaOMe / 24 h / Heating 2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C 2.2: 88 percent / tetrahydrofuran; hexane / 0.5 h / 0 °C 3.1: 38 percent / NaH; 2-propanethiol / dimethylformamide / 4 h / Heating View Scheme

1.1: 48 percent / POCl3 / 5 h / Heating 2.1: 70 percent / NaOMe / 24 h / Heating 3.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C 3.2: 88 percent / tetrahydrofuran; hexane / 0.5 h / 0 °C 4.1: 38 percent / NaH; 2-propanethiol / dimethylformamide / 4 h / Heating View Scheme

1: NaH (50percent in oil) / 1) benzene 2: 29 percent / o-dichlorobenzene / 3 h / Heating View Scheme