反应详情

温度

25 °C

Benzo[b]thiophene-3-carbaldehyde (27) (162 mg, 1.0 mmol) in THF (2 mL) was added to a solution of TMPZnCl.LiCl (2) (1.3 M in THF, 0.85 mL, 1.1 mmol) at 25° C. and the reaction mixture was then stirred at this temperature for 30 min according to TP 2. Pd(dba)2 (17 mg, 3 mol %) and P(o-furyl)3 (14 mg, 6 mol %) dissolved in THF (2 mL), and mixed with 1-chloro-4-iodobenzene (310 mg, 1.3 mmol, 1.3 equiv) were then transferred via cannula to the reaction mixture. The resulting mixture was stirred for 2 h at 25° C. The reaction mixture was then quenched with a sat. aq. NH4Cl solution (20 mL), extracted with diethyl ether (3×50 mL) and dried over anhydrous Na2SO4. After filtration, the solvent was evaporated in vacuo. Purification by flash-chromatography (CH2Cl2/n-pentane, 1:3) furnished compound 29b (236 mg, 87%) as a colourless solid.

1. customThe reaction mixture was then quenched with a sat. aq. NH4Cl solution (20 mL)
2. extractionextracted with diethyl ether (3×50 mL)
3. dry with materialdried over anhydrous Na2SO4
4. filtrationAfter filtration
5. customthe solvent was evaporated in vacuo
6. customPurification by flash-chromatography (CH2Cl2/n-pentane, 1:3)