Iodine → HCID 72473125, compound

Participants

Reaction Steps

Tributyltin hydride (2.7 mL, 10 mmol) was added to a mixture of 2,4-dichloro-1-(4-chloro-phenylethynyl)-benzene (2.01 g, 7.13 mmol) and PdCl2(PPh3)2 (0.45 g, 0.64 mmol) in THF (70 mL) at room temperature and stirred for 1 h. Iodine crystals (2.7 g, 11 mmol) were added to the mixture at room temperature and stirred for 30 min. The mixture was then stirred with sodium thiosulfate aqueous solution and KF aqueous solution. The mixture was filtered through CELITE. The organic layer of the filtrate was separated and concentrated in vacuo. The residue was chromatographed (SiO2, hexane) to afford 2,4-dichloro-1-[2-(4-chloro-phenyl)-1-iodo-vinyl]-benzene as a light yellow solid (2.43 g, 83%).

Provenance & Evidence