反应 #1964634

反应方程式

(5-methoxypyridin-3-yl)boronic acid

caesium carbonate

dichloromethane

4-trifluoromethanesulphonyloxycarbazole

→

4-(5-methoxypyridin-3-yl)-9H-carbazole

收率 100.6%

溶剂

dioxane

water

反应条件

后处理

1. 1
   温度The reaction mixture is refluxed for 3 and a half hours
2. 2
   过滤filtered through celite and
3. 3
   浓缩concentrated under reduced pressure
4. 4
   其他The residue is subsequently purified by silica gel chromatography, elution
5. 5
   workup.ADDITIONbeing carried out with a mixture of cyclohexane and ethyl acetate (75/25 by volume)

实验过程

0.54 g of (5-methoxypyridin-3-yl)boronic acid, 3.3 g of caesium carbonate and 93 mg of 1,1′-bis(diphenylphosphino)ferrocenepalladium(II) dichloride as a complex with dichloromethane (1/1) [PdCl2(dppf)CH2Cl2] are successively added, under argon, to a solution of 0.8 g of 4-trifluoromethanesulphonyloxycarbazole, obtained in stage 1 of Example 1, in a mixture of 37 ml of dioxane and 12 ml of water. The reaction mixture is refluxed for 3 and a half hours, filtered through celite and concentrated under reduced pressure. The residue is subsequently purified by silica gel chromatography, elution being carried out with a mixture of cyclohexane and ethyl acetate (75/25 by volume), so as to give 0.7 g of 4-(5-methoxypyridin-3-yl)-9H-carbazole in the form of a colourless oil, the characteristics of which are the following:

来源