1: 2,4-dibromo-3,5-dimethylthiophene With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 2: With zinc(II) chloride in diethyl ether T=-78 - 0°C; 3: iodobenzene With triphenylphosphine; bis(dibenzylideneacetone)-palladium(0) in tetrahydrofuran T=0 - 50°C; Further stages.;

tetrakis(triphenylphosphine) palladium(0); sodium carbonate in tetrahydrofuran T=70°C; Suzuki coupling reaction; 5 h;

1: 2,4-dimethyl-5-phenyl-3-bromothiophene With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 2: 1,2,3,3,4,4,5,5-octafluorocyclopentene in tetrahydrofuran; hexane T=-78°C; Further stages.;

1: 2,4-dimethyl-5-phenyl-3-bromothiophene With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.666667 h; Inert atmosphere; 2: 1-(2,4-dimethyl-5-phenyl-3-thienyl)heptafluorocyclopentene in tetrahydrofuran; hexane T=-78°C; 3 h; Inert atmosphere;

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere 1.2: 1.5 h / -78 °C / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 °C / Inert atmosphere 2.2: 3 h / -78 °C / Inert atmosphere View Scheme

iron (III) acetylacetonate; 1,1-dimethylethylmagnesium chloride in tetrahydrofuran T=0°C; 1.5 h; Inert atmosphere;