tetrakis(triphenylphosphine) palladium(0); potassium carbonate in 1,4-dioxane T=80°C; Suzuki cross-coupling reaction; 6 h;

Pd0(tris(tert-butyl)phosphine)2; potassium hydroxide in 1,4-dioxane; water T=25°C; Suzuki-Miyaura coupling; 2 h; Inert atmosphere; chemoselective reaction;

tetrakis(triphenylphosphine) palladium(0) in N,N,N',N',N'',N''-hexamethylphosphoric triamide T=50°C; Alkylation; 10 h;

potassium tetrachloropalladate; potassium acetate T=70°C; Miyaura borylation; 3 h; Inert atmosphere;

palladium on activated charcoal in not given byproducts: H2; 16 h or more at 100°C under N2; catalyst: 10percent Pd/C (6 molpercent or more);

sodium methylate in methanol; toluene T=90°C; Inert atmosphere;

1: methanol / 70 °C / Inert atmosphere 2: sodium methylate / methanol; toluene / 90 °C / Inert atmosphere View Scheme

NaOMe in methanol; toluene 90°C, 3-12 h;

1: 2-(4-fluorobenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane With Pd0(tris(tert-butyl)phosphine)2; cesium fluoride in water; N,N-dimethyl-formamide T=80°C; 0.0166667 h; Inert atmosphereSchlenk technique; 2: methyl iodide in water; N,N-dimethyl-formamide T=80°C; 0.0833333 h; Inert atmosphereSchlenk technique;