Tributylvinyltin → 6-Methoxy-1-(phenylsulfonyl)-4-vinyl-1H-indole

Participants

Reaction Conditions

Reaction Steps

4-Bromo-6-methoxy-1-(phenylsulfonyl)-1H-indole (0.33 g, 0.9 mmol; Intermediate 32) was dissolved in dry toluene (4 mL) and tributyl(vinyl)stannane (0.53 mL, 1.8 mmol) and bis(triphenylphosphine)palladium(II)acetate (0.03 g, 0.05 mmol) were added. The mixture was stirred in STEM-block at 110° C. for 16 h. The crude product was combined with an earlier batch of this intermediate, filtrated and the solvent was evaporated. The residue was purified by flash chromatography using isohexane:dichloromethane 1:1 as eluent yielding 0.30 g (89%) of the title compound. MS (ESI+) for C17H15NO3S m/z 314 (M+H)+.

Provenance & Evidence