(5-Hexylthiophen-2-yl)trimethylstannane → HCID 67079691, compound

Participants

Reaction Conditions

Reaction Steps

1,4-dibromo-2,5-bis(methylsulfinyl)benzene 3 (0.900 g, 2.5 mmol) was added to a solution of 4b (1.82 g, 5.5 mmol) in anhydrous DMF (30 mL), and the resulting mixture was purged with Ar for 30 min. Pd(PPh3)4 (87 mg, 0.075 mmol) was then added, and the reaction mixture was heated to 80° C. overnight. Excess DMF was removed under high vacuum, and the residue was dissolved in ethyl acetate and treated with 10% aqueous KF. The mixture was filtered through a pad of Celite. 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/THF) 1:1) to afford 1 g (75%) of 2b.

Provenance & Evidence