反应详情

To a 100 mL round bottom flask was added 6-bromo-3,4-dihydro-1H-isochromen-1-one (20 g, 88 mmol, 1.0 eq), potassium trifluoro(vinyl)borate (23.6 g, 176 mmol, 2.0 eq), [1,1′-bis(diphenylposphino)-ferrocene]dichloropalladium(II) complex with dichloromethane(1:1) (7.2 g, 8.8 mmol, 0.1 eq) and triethylamine (24.5 mL, 2.0 eq). To above mixture was added ethanol (400 mL). The flask was degassed and filled with nitrogen. The reaction was heated to reflux under N2 for 10 hr, then cooled and stirred at r.t. for 5 hr. The mixture was then diluted with EtOAc, filtered through a pad of Celite® and washed with brine. The organic phase was dried over Na2SO4, filtered and purified by flash column chromatography using Biotage and the solvent systems (0-50% EtOAc/Hexane). The fractions containing desired product were collected and concentrated to give 6-vinyl-3,4-dihydro-1H-isochromen-1-one.

1. customThe flask was degassed
2. additionfilled with nitrogen
3. temperatureThe reaction was heated
4. temperatureto reflux under N2 for 10 hr
5. temperaturecooled
6. additionThe mixture was then diluted with EtOAc
7. filtrationfiltered through a pad of Celite®
8. washwashed with brine
9. dry with materialThe organic phase was dried over Na2SO4
10. filtrationfiltered
11. custompurified by flash column chromatography
12. additionThe fractions containing desired product
13. customwere collected
14. concentrationconcentrated