反应详情

温度

120 °C

4-bromobenzonitrile (182 mg, 1 mmol), phenylpent-1-en-4-yn-3-ol (190 mg, 1.2 mmol), bis(triphenylphosphine)palladium(II)dichloride (14 mg, 0.02 mmol), copper iodide (3 mg, 0.03 mmol) and triphenylphosphine (52 mg, 0.2 mmol) were introduced in a 10 mL microwave vial flushed with argon. This was diluted with anhydrous triethylamine (700 μL, 4 mmol) in anhydrous degased 1,4-dioxane (1.3 mL). The solution was heated under microwave irradiation at 120° C. for 45 min. The reaction mixture was poured into a mix of 1M aqueous solution of hydrochloric acid (10 mL) and saturated aqueous ammonium chloride solution (10 mL), and this was extracted with ethyl acetate (3×15 mL). The combined organic layers were dried over magnesium sulfate, filtered, and evaporated to dryness to give crude product which was purified by flash chromatography (SiO2, 30% ethyl acetate in dichloromethane). This gave pure final compound TG007A82 (160 mg, 62%) as a light yellow powder.

1. customvial flushed with argon
2. customin anhydrous degased 1,4-dioxane (1.3 mL)
3. additionThe reaction mixture was poured into
4. additiona mix of 1M aqueous solution of hydrochloric acid (10 mL) and saturated aqueous ammonium chloride solution (10 mL)
5. extractionthis was extracted with ethyl acetate (3×15 mL)
6. dry with materialThe combined organic layers were dried over magnesium sulfate
7. filtrationfiltered
8. customevaporated to dryness
9. customto give crude product which
10. customwas purified by flash chromatography (SiO2, 30% ethyl acetate in dichloromethane)