sodium t-butanolate in tetrahydrofuran T=6 - 20°C; 0.666667 h;

tetrakis(triphenylphosphine) palladium(0) in toluene 48 h; Heating / reflux;

Zinc chloride in tetrahydrofuran; methanol; hexane

tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran; acetonitrile T=50°C; 5 h; Inert atmosphereLarge scale;

1: 7-chloro-thieno[3,2-b]pyridine With n-butyllithium in tetrahydrofuran T=-78°C; 2: With tributyltin chloride in tetrahydrofuran 3: 1-methyl-1H-imidazol-2-yl-X (X=Br or I) With tetrakis(triphenylphosphine) palladium(0) in toluene Heating; Further stages.;

1: ammonium acetate / methanol; acetic acid / 24 h / 20 °C / |Inert atmosphere 2: sodium t-butanolate / tetrahydrofuran / 1 h / 6 - 20 °C / |Inert atmosphere View Scheme