反应详情

Tetrakis(triphenylphosphine)palladium (0) (100 mg) was added to a degassed mixture of 1-t-butoxycarbonyl-4-trifluoromethanesulfonyloxy-1,2,3,6-tetrahydropyridine (5.0 g), 2-(t-butoxycarbonylamino)phenylboronic acid (Tetrahedron Lett. 1993, 28, 5093) (4.99 g), lithium chloride (1.94 g) and aqueous sodium carbonate (2N, 21 mL) in 1,2-dimethoxyethane (100 mL). The resulting solution was heated under reflux for 3 h., cooled to room temperature and the solvent was evaporated under reduced pressure. The residue was partitioned between ethyl acetate and aqueous sodium carbonate (2M) and the organic layer was separated, dried (MgSO4) and the solvent was evaporated under reduced pressure. The residue was purified by MPLC on silica gel, eluting with EtOAc/Hexane (5:95) to give the title compound as a waxy solid (2.7 g), δH (CDCl3) 1.43 (18H, s), 2.29 (2H, m), 3.57 (2H, t, J 8.0 Hz), 4.00 (2H, m), 5.64 (1H, br s), 6.46 (1H, br s), 6.92-6.96 (2H, m), 7.15-7.19 (1H, m), 7.87 (1H, m).

1. temperatureThe resulting solution was heated
2. temperatureunder reflux for 3 h.
3. customthe solvent was evaporated under reduced pressure
4. customThe residue was partitioned between ethyl acetate and aqueous sodium carbonate (2M)
5. customthe organic layer was separated
6. dry with materialdried (MgSO4)
7. customthe solvent was evaporated under reduced pressure
8. customThe residue was purified by MPLC on silica gel
9. washeluting with EtOAc/Hexane (5:95)