Fig. 2: TDG evaluation for meta-C–H functionalization of biphenyl aldehyde.
From: Imine as a linchpin approach for meta-C–H functionalization
Imine formation: 1a (0.2 mmol) and TDG (0.2 mmol) in iPrOH (2 mL) at 80 °C for 2 h; Olefination: Pd(OAc)2 (10 mol%), N-Ac-Gly-OH (20 mol%), AgOAc (2 equiv.) and ethyl acrylate (2 equiv.) in 1,2-dichloroethane (DCE, 2 mL) at 90 °C for 24 h. aImine formation: 1a (0.2 mmol) and TDG19 (0.19 mmol) in iPrOH (2 mL) at 80 °C for 2 h; Olefination: Pd(OAc)2 (10 mol%), N-Form-Gly-OH (20 mol%), Ag2CO3 (25 mol%), Cu(OAc)2 (3.5 equiv.) and ethyl acrylate (3 equiv.) in DCE (2 mL) at 100 °C for 24 h. Ratios of meta:others were shown in parenthesis; nd, not detected.
