1: 2-hydroxy-5-bromo-benzoic aldehyde With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in 1,4-dioxane T=20°C; 0.25 h; 2: 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl-4',4',5',5'-tetramethyl-1,3,2-dioxaborolane in 1,4-dioxane T=85°C; 2 h;

trifluoroacetic acid in dichloromethane

1: PdCl2(dppf)*CH2Cl2; KOAc / dimethylformamide / 80 °C 2: 95 percent / TFA / CH2Cl2 View Scheme

1: PdCl2(dppf)*CH2Cl2; KOAc / dimethylformamide / 80 °C 2: 95 percent / TFA / CH2Cl2 View Scheme

1: 80 percent / NaH / dimethylformamide / 80 °C 2: PdCl2(dppf)*CH2Cl2; KOAc / dimethylformamide / 80 °C 3: 95 percent / TFA / CH2Cl2 View Scheme