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(2'-(1H-pyrazol-1-yl)biphenyl-4-yl)(4-hydroxyphenyl)methanone[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
49%
With [ruthenium(II)(eta6-1-methyl-4-isopropyl-benzene)(chloride)(mu-chloride)]2; 1-methyl-2-phenyl-3-(diphenylphosphino)-1H-indole; potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 120℃; for 24h;Schlenk technique; Inert atmosphere; Sealed tube;
General procedure: Two runs were set side by side. A Schlenck tube was loadedwith [RuCl2(p-cymene)]2 (3.1 mg, 5 mol, 1 molpercent), L3 (3.9 mg, 0.01 mmol, 2 molpercent), and K2CO3(173 mg, 1.25 mmol). The tube was backfilled with Ar (3 ×). Under light backflow of Ar, NMP (2.5mL), followed by the required substrate (1a-1d, 1f) (0.6 mmol) and p-chloroanisole (2a; 62 L, 71 mg,0.5 mmol). The tube was sealed and the reaction mixture was stirred at 120 °C for 24 hours. Aftercooling to room temperature, the reaction mixtures from both tubes were combined in H2O (40 mL)and EtOAc (20 mL). The organic phase was separated and washed with H2O (3 × 30 mL), dried(MgSO4), filtered, and concentrated under reduced pressure. The monoarylated products (major) wereisolated after flash chromatography.
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