Pyridinium, 1-fluoro-, 1,1,1-trifluoromethanesulfonate (1:1) → 1-Fluoro-2-(4-methylsulfonylphenyl)-3-phenylazulene

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Reaction Steps

To a solution of 2-(4-methylsulfonylphenyl)-1-phenylazulene (0.20 g) in 1, 2-dichloroethane (20.0 ml) was added 1-fluoropyridinium triflate (0.28 g), and the reaction mixture was heated under reflux for 30 min. The mixture was poured into ice-water, and extracted with CHCl3. The combined CHCl3 extracts were washed with water and brine, dried over Na2 SO4, and concentrated. The crude product was purified by SiO2 column chromatography (benzenee/EtOAc, 20:1) to give the title compound (0.10 g) as green crystals; mp 120°-122° C.

Provenance & Evidence