Tributylvinyltin → HCID 54049649, compound

Participants

Reaction Steps

A mixture of 4-cyano-2-trifluoromethylsulphonyl-benzaldehyde (0.91 g, 3.26 mmol), tris(dibenzylidenacetone)dipalladium(0) (67 mg, 0.074 mmol), tris(2-furyl)phosphine (34 mg, 0.15 mmol) and anhydrous lithium chloride (0.47 g, 11.04 mmol) in dry N-methylpyrrolidinone (10 ml) was stirred under an atmosphere of nitrogen at room temperature for 5 minutes. Vinyltri-n-butyltin (1.31 g, 4.08 mmol) was added and the solution stirred at room temperature fo 22 hours. A saturated solution of potassium fluoride (15 ml) was then added, followed by diethyl ether (15 ml). After stirring for 5 minutes, the resulting yellow suspension was filtered through celite and the solids washed with diethyl ether. The filtrate layers were separated and the organic phase washed once with a saturated solution of potassium fluoride, dried, filtered and evaporated to give 4-cyano-2-vinylbenzaldehyde as a pale yellow solid.

Provenance & Evidence