HCID 24850931, compound → 5,5'-(2,5-Bis(methylsulfinyl)-1,4-phenylene)bis(2-pentylthiophene)

Participants

Reaction Conditions

Reaction Steps

1,4-dibromo-2,5-bis(methylsulfinyl)benzene 3 (1 g, 2.8 mmol) was added to a solution of 4,4,5,5-tetramethyl-2-(5-pentylthiophen-2-yl)-1,3,2-dioxaborolane (3.4 g, 12.2 mmol) in anhydrous THF (17 mL), and the resulting mixture was purged with nitrogen for 30 min. Pd(PPh3)4 (87 mg, 0.075 mmol) was then added, and the 15 reaction mixture was heated to 60° C. overnight. The mixture was extracted with dichloromethane and washed with brine. The filtrate was dried over Mg2SO4, filtered, and the solvent removed in vacuo. The crude product was purified by flash chromatography (silica gel, eluent: hexane/EA) 3:1) to afford 0.885 g (63%) of 2a.

Provenance & Evidence