4,7-Bis(thiophen-2-yl)benzo[c][1,2,5]thiadiazole

6165-68-0

15155-41-6

165190-76-1

General procedure for the synthesis of 4,7-bis(thiophen-2-yl)benzo[c][1,2,5]thiadiazoles from 2-thiopheneboronic acid and 4,7-dibromo-2,1,3-benzothiadiazole: To a mixture of 4,7-dibromobenzo[c][1,2,5]thiadiazole (147 mg, 0.50 mmol, 1 equiv.), thiophene-2-ylboronic acid (192 mg, 1.50 mmol, 3 eq.) and K3PO4-H2O (0.90 g, 3.0 mmol, 6 eq.) was added to a mixture of THF (900 μL), followed by a THF stock solution of Pd(PAd3) (100 μL, 0.25 μmol Pd). The reaction mixture was stirred for 1 h at room temperature. Upon completion of the reaction, the reaction mixture was diluted with ethyl acetate and subsequently extracted with water. The organic layers were combined, the solvent was evaporated and the crude product was purified by fast chromatography. After drying, 143 mg (95% yield) of the target compound was obtained as an orange solid.The NMR spectral data were in agreement with literature values.