1292766-17-6

Aryl bromide (1 equivalent), elemental copper powder (10 equivalents), and Copper(I) thiophene-2-carboxylate hydrate (2 equivalents) were added to dimethyl sulfoxide (halogenated aromatic hydrocarbon 0.2 mL/mmol). The resulting reaction mixture was stirred at 65 °C for 72 hours. After the reaction was completed, water and ethyl acetate were added to the mixture to separate the two phases. The aqueous layer was then extracted twice with EtOAc. The combined organic layers were washed with brine and dried with anhydrous Na2SO4. The combined organic layers were filtered to remove the drying agent. The filtrate was concentrated under reduced pressure. The crude product was purified by preparative TLC (40% EtOAc/n-hexane) to obtain the coupled product molecule.

Figure: Application and Transformation of Copper(I) thiophene-2-carboxylate hydrate