反应详情

Sodium carbonate (2 ml of a 2M aqueous solution) followed by phenyl boronic acid (86 mg, 0.71 mmol) in 2 ml of 95% ethanol were added to a solution of N-(methoxyethoxymethyl)-N-(4-methyl-3-methyl-5-isoxazolyl)-5-bromothiophene-2-sulfonamide (200 mg, 0.47 mmol) and tetrakis (triphenylphosphine) palladium (0) (23 mg, 0.02 mmol) in dry benzene (4 ml) under argon. The mixture was refluxed for 12 h, diluted with 5 ml of water and extracted into ethyl acetate (3×25 ml). The combined organic extracts was washed with brine (1×25 ml), dried and evaporated. The residue was flash chromatographed on silica gel using 25% ethylacetate/hexanes to afford 123 mg (62%) of the sulfonamide as a colorless gum.

1. temperatureThe mixture was refluxed for 12 h
2. extractionextracted into ethyl acetate (3×25 ml)
3. washThe combined organic extracts was washed with brine (1×25 ml)
4. customdried
5. customevaporated
6. customchromatographed on silica gel using 25% ethylacetate/hexanes