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With 1,1'-bis-(diphenylphosphino)ferrocene; tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In water; toluene; at 90℃; for 12h;
General procedure: Toan oven-dried round bottom flask charged withethyl 2-chlorothiazole-4-carboxylate(500 mg, 2.60 mmol, 1.0 equiv.), toluene (10 mL),Pd(PPh3)4(150 mg, 0.13 mmol, 0.05 equiv.), DPPF (43 mg, 0.08 mmol, 0.03 equiv.), and saturated aqueous K2CO3solution (720 mg, 5.20 mmol, 2.0 equiv. in 1mL H2O) was added 4-chlorophenylboronic acid(813 mg, 5.20 mmol, 2.0 equiv.).The reaction mixture was allowed to stir at 90oC for 12 h. The reaction mixture wascooled to room temperature, 2N NaOH solution and the resulting mixture was extracted with EtOAc. The organic layer was dried over MgSO4, filtered, and concentrated under reduced pressure. The residue was purified byMPLC (24g-silica-gel,n-hexanes/EtOAc)to affordethyl 2-(4-chlorophenyl)thiazole-4-carboxylate.
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