反应详情

5-Bromo-2,1,3-benzoxadiazole (10 g, 50.3 mmol) was dissolved in toluene (300 ml) and added Lithium chloride (6.4 g, 150 mmol), Pd(Ph3P)4 (2.90 g, 2.50 mmol), and allyl tributyltin (19 ml, 60 mmol). The reaction mixture was degassed and refluxed under N2 for 3 hrs. It was cooled and poured into water then extracted with ethyl acetate. The organic layer was washed with brine 1×, dried and evaporated to dryness. The residue was chromatographed through 120 g ISCO Redi-Sep columns and eluted with 0-10% ethyl acetate/hexane to yield 5-allyl-2,1,3-benzoxadiazole.

1. customThe reaction mixture was degassed
2. temperaturerefluxed under N2 for 3 hrs
3. temperatureIt was cooled
4. additionpoured into water
5. extractionthen extracted with ethyl acetate
6. washThe organic layer was washed with brine 1×
7. customdried
8. customevaporated to dryness
9. customThe residue was chromatographed through 120 g ISCO Redi-Sep columns
10. washeluted with 0-10% ethyl acetate/hexane