反应详情

To a stirring solution of (Z)-4-bromo-2-(1-hydrazonoethyl)pyridine (2.53 g, 11.8 mmol) in DCM (40 mL) was added (diacetoxyiodo)benzene (3.8 g, 11.8 mmol) in small portions over several minutes and stirred at room temperature for 45 minutes. The reaction was quenched with saturated 1:1 Na2S2O3/NaHCO3 solution (40 mL) and stirred until gas evolution ceased. The aqueous layer was extracted with DCM, dried over MgSO4, and purified by column chromatography (gradient 0 to 45% EtOAc in hexanes) to afford the product. 1H NMR (400 MHz, CDCl3) δ 8.50 (d, J=6.9 Hz, 2H), 7.79 (s, 2H), 6.97 (d, J=6.5 Hz, 2H), 2.57 (s, 7H).

1. customThe reaction was quenched with saturated 1:1 Na2S2O3/NaHCO3 solution (40 mL)
2. stirringstirred until gas evolution
3. extractionThe aqueous layer was extracted with DCM
4. dry with materialdried over MgSO4
5. custompurified by column chromatography (gradient 0 to 45% EtOAc in hexanes)
6. customto afford the product