Triphenylarsine → 3-(4-Methanesulfonyl-phenyl)-2-pyridin-2-yl-cyclopent-2-enone

Participants

Reaction Conditions

Reaction Steps

To a degassed r.t. solution of 2-bromo-3-(4-(methylsulfonyl)phenyl)-2-cyclopenten-1-one (1.103 g, 3.5 mmol), Pd2 (dba)3 (0.064 g, 0.07 mmol), and AsPh3 (0.171 g, 0.56 mmol) in NMP (7.5 mL) was added a degassed NMP solution (10 mL) of 2-trimethylstannanyl pyridine (~7.0 mmol). The resulting mixture was heated to 100° C. for 16 hours. The mixture was then cooled to r.t., diluted with EtOAc, washed 3 times with 10% NH4OH and brine, dried over MgSO4, and concentrated to dryness. The residue was purified by flash chromatography (5% MeOM/EtOAc) to provide 0.215 g of the title compound.

Provenance & Evidence