Synlett
References
C–H Arylation of 2a with 1a; Typical Procedure: A Schlenk tube was charged with SingaCycle-A3 (10 mg, 0.015 mmol), potassium bis(trimethylsilyl)amide (KN(SiMe3)2; 0.18 g, 0.90 mmol) and octane (1.0 mL). Methyl phenyl sulfide (1a; 38 mg, 0.30 mmol) and 2-methylpyridine (2a; 59 μL, 0.60 mmol) were added, and the resulting mixture was stirred at 100 °C for 12 h. After the addition of H2O, the mixture was passed through pads of Na2SO4 and silica gel, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (toluene/EtOAc, 5:1) to give 3aa (40 mg, 0.23 mmol, 78%) as a yellow oil. All the resonances in 1H and 13C NMR spectra were consistent with reported values, see: Niwa T. Yorimitsu H. Oshima K.
Angew. Chem. Int. Ed. 2007;
46: 2643
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