反应详情

温度

50 °C

To a mixture of S-(4-methylphenyl) 2-methyl-5-phenylpyridine-3-carbothioate (66 mg, 0.20 mmol), Cu(I) thiophene-2-carboxylate (59 mg, 0.31 mmol), 3-formylfuran-2-boronic acid (31 mg, 0.22 mmol), Pd2dba3.CHCl3 (2 mg, 0.002 mmol), and tri-2-furylphosphine (1.4 mg, 0.006 mmol) was added THF (2.5 mL). The reaction mixture was heated to 50° C. for 15 h, cooled to room temperature, diluted with EtOAc, and washed with 1 N HCl and brine. The organic layer was concentrated and purified by flash chromatography to afford the title compound. 1H NMR (600 MHz, CDCl3) δ 10.60 (s, 1H); 8.91 (s, 1H); 8.02 (s, 1H); 7.40-7.61 (series of m, 6H); 7.05 (s, 1H); 2.66 (s, 3H). LRMS (ESI) calc'd for C18H13NO3 [M+H]+, 292.1. found 292.1.

1. temperaturecooled to room temperature
2. washwashed with 1 N HCl and brine
3. concentrationThe organic layer was concentrated
4. custompurified by flash chromatography