Scope of 1-naphthaldehyde for ortho-C–H methylationa,b.
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Experiments were performed under the following reaction conditions: 1a (0.3 mmol), CH3BF3K (0.6 mmol), [Cp*IrCl2]2 (5 mol%), TDG (20 mol%), AgNTf2 (0.06 mmol), AgOAc (0.75 mmol), AcOH (1.5 mL), 90 °C, N2, sealed tube, 5–10 min.
Isolated yields.
Yields were determined by 1H NMR analysis of the crude reaction mixture using CH2Br2 as the internal standard.
TDG28 was used instead of TDG25.
TDG29 was used instead of TDG25, 30 min.