反应详情

To a 5 mL microwave tube was added the product from Example 34 Part A (210 mg, 0.3 mmol), tributyl(vinyl)stannane (0.175 mL, 0.600 mmol), potassium phosphate (134 mg, 0.63 mmol), 1,3,5,7-tetramethyl-6-phenyl-2,4,8-trioxa-6-phosphaadamantane (8.77 mg, 0.030 mmol) and tris(dibenzylideneacetone)dipalladium(0) (13.74 mg, 0.015 mmol) in dimethyl sulfoxide (3 mL). The mixture was purged with nitrogen for 5 minutes and microwaved at 100° C. for 1 hour. The reaction mixture was partitioned with ethyl acetate and 0.1 M HCl. The organic layer was washed with saturated NaHCO3, brine, dried (Na2SO4), filtered and the filtrate treated with 3-mercaptopropyl functionalized silica gel, filtered and concentrated in vacuo to give crude product which was purified by silica gel flash chromatography eluting with ethyl acetate/hexane (10% to 20%) to give the title compound.

1. customThe mixture was purged with nitrogen for 5 minutes
2. custommicrowaved at 100° C. for 1 hour
3. customThe reaction mixture was partitioned with ethyl acetate and 0.1 M HCl
4. washThe organic layer was washed with saturated NaHCO3, brine
5. dry with materialdried (Na2SO4)
6. filtrationfiltered
7. additionthe filtrate treated with 3-mercaptopropyl functionalized silica gel
8. filtrationfiltered
9. concentrationconcentrated in vacuo
10. customto give crude product which
11. customwas purified by silica gel flash chromatography
12. washeluting with ethyl acetate/hexane (10% to 20%)