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With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In water; toluene; at 110℃; for 24h;Inert atmosphere;
A nitrogen atmosphere in a reaction flask in 2-Bromo-phenanthrene 30.0g (116.67 mmol), compound [23-1] 29.8g (151.67 mmol), tetrakis (triphenylphosphine) palladium, 4.04g (3.50 mmol), potassium carbonate 24.18g (175.00 mmol), 80mL of distilled water, 450mL of toluene was added and the mixture was stirred for 24 hours at 110 . After the reaction was solidified at room temperature was added to 1L of methanol. The resulting solid was filtered and stirred under reflux in acetone 300mL. After cooling to room temperature, filtered and dried in the yellow-green solid intermediate compound [23-2] was prepared in 26g (67wtpercent).
With potassium fluoride; In dimethyl sulfoxide; at 130℃; for 2h;Inert atmosphere;
General procedure: The mixture of phenylboronic acid (1 mmol), aromatic amine (1.2 mmol) and 0.12 g (2 mmol) of KF in DMSO (4 mL) were added to Cu-IS-AMBA-MNPs (0.06 g, 0.025 mmol) at 130 °C under nitrogen atmosphere for 2 h with vigorous stirring. Then, after completion of the reaction, the catalyst was separated by an external magnet and washed with dry CH2Cl2 three times and checked for its reusability. The solvent of the reaction mixture was evaporated by a rotary evaporator and then ethyl acetate and water were added to the residue. The organic layer was dried over anhydrous MgSO4. The solvent was evaporated under reduced pressure and the crude product was purified by column chromatography using ethyl acetate/n-hexane.
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