反应详情

5-Bromo-2,1,3-benzoxadiazole (5.5 g, 27.6 mmol)), potassium vinylfluoroborate (7.40 g, 55.3 mmol), and PdCl2(dppf)-CH2Cl2Adduct (1.088 g, 1.332 mmol) were suspended in ethanol (75 ml) then added TEA (7.70 ml, 55.3 mmol). The reaction mixture was then degassed and heated to reflux for 3 hrs. The reaction was diluted with ethyl acetate and washed with brine. The organic layer was dried over Na2SO4, filtered and evaporated to dryness. The residue was purified through a 330 g ISCO Redi-Sep silica gel plug and eluted with 20% ETOAc/hexane to yield 5-ethenyl-2,1,3-benzoxadiazole.

1. customThe reaction mixture was then degassed
2. temperatureheated
3. temperatureto reflux for 3 hrs
4. additionThe reaction was diluted with ethyl acetate
5. washwashed with brine
6. dry with materialThe organic layer was dried over Na2SO4
7. filtrationfiltered
8. customevaporated to dryness
9. customThe residue was purified through a 330 g ISCO Redi-Sep silica gel plug
10. washeluted with 20% ETOAc/hexane