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ChemicalBook CAS DataBase List 4-phenyl-1,3-thiazole
1826-12-6

4-phenyl-1,3-thiazole synthesis

12synthesis methods
-

Yield: 93%

Reaction Conditions:

with (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;sodium tetrahydroborate;N,N,N,N,-tetramethylethylenediamine in tetrahydrofuran at 25; for 20 h;Inert atmosphere;Reagent/catalyst;Temperature;

Steps:

General procedure for the hydrodehalogenation of halogenated heterocycles
General procedure: PdCl2(dppf), PdCl2(tbpf) and (A.caPhos)PdCl2. A mixture of the halogenated heterocycle (0.66 mmol) in anhydrous THF (13.2 mL) was degassed by bubbling argon for few minutes. Then, PdCl2(dppf) (27.0 mg, 0.033 mmol, 5.0 mol%), TMEDA (0.130 g, 1.12 mmol, 1.7 equiv) and finally NaBH4 (42.4 mg, 1.12 mmol, 1.7 equiv) were introduced in sequence. The mixture was stirred at room temperature under argon for the proper time and then worked up as described above.

References:

Chelucci, Giorgio;Figus, Susanna [Journal of Molecular Catalysis A: Chemical,2014,vol. 393,p. 191 - 209]

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