Potassium Carbonate → N-t-butyl-5-phenyl-2-thiazole sulfonamide

Participants

Reaction Steps

In 10 mL of deoxygenated toluene was added 5-bromo-2-N-t-butylthiazole sulfonamide (0.30 g, 1.0 mmol), phenylboronic acid (0.12 g, 1.0 mmol) and potassium carbonate (0.28 g, 2.0 mmol) in 1.5 mL of water/ethanol (2:1). The mixture was deoxygenated for 30 min.. Tetrakis(triphenylphosphine) palladium (O) was added and reaction heated at reflux for 36 h. The reaction was diluted with ethyl acetate and washed with water (2X) followed by brine. The solvent was removed under reduced pressure and the product subjected to flash chromatography (3:1 hexane/ethyl acetate) to afford N-t-butyl-5-phenyl-2-thiazole sulfonamide.

Provenance & Evidence