反应详情

温度

50 °C

An oven-dried round-bottom flask was cooled under N2 (g) and then charged with 3-ethynyl pyridine (104 mg, 1 mmol), toluene (4 mL), and 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.73 mL, 5 mmol). The mixture was purged with argon for 15 min. HRuCl(CO)(PPh3)3 (73 mg, 0.05 mmol) was then added and the reaction heated to 50° C. for 18 h. The reaction was quenched with NaHCO3 (sat.) (10 mL), extracted with EtOAc, and the organic layer washed with brine (10 mL) and then dried over MgSO4. The solvent was removed and the resulting residue purified by column chromatography (silica gel, Hexanes/EtOAc, 1:1) to give the title compound as a white solid (115 mg, 50%). 1H NMR (400 MHz, CDCl3) δ 8.69 (s, 1H) 8.52 (d, 1H, J=4.8 Hz), 7.81 (d, 1H, J=7.8 Hz), 7.38 (d, J=18.6 Hz, 1H), 7.28-7.26 (m, 1H), 6.26 (d, 1H, J=18.5 Hz), 1.33 (s, 12H).

1. temperatureAn oven-dried round-bottom flask was cooled under N2 (g)
2. customThe mixture was purged with argon for 15 min
3. customThe reaction was quenched with NaHCO3 (sat.) (10 mL)
4. extractionextracted with EtOAc
5. washthe organic layer washed with brine (10 mL)
6. dry with materialdried over MgSO4
7. customThe solvent was removed
8. customthe resulting residue purified by column chromatography (silica gel, Hexanes/EtOAc, 1:1)