palladium diacetate; caesium carbonate; 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene in 1,4-dioxane T=100°C; 19 h; Inert atmosphere;

sodium dithionite

1: 4-nitro-benzoic acid With caesium carbonate; Merrifield resin in N,N-dimethyl-formamide T=50°C; 24 h; 2: 2-propen-2-ylmagnesium bromide in tetrahydrofuran T=-40 - 0°C; Bartoli reaction; 3: methanol With sodium methylate in tetrahydrofuran T=25°C; 3 h;

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere 2: palladium diacetate; caesium carbonate; 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene / 1,4-dioxane / 19 h / 100 °C / Inert atmosphere View Scheme

1: copper(l) iodide; tetra-(n-butyl)ammonium iodide; caesium carbonate / acetonitrile / 72 h / 65 °C / Inert atmosphere 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere 3: palladium diacetate; caesium carbonate; 9,9-dimethyl-4,5-bis(diphenyl-phosphino)xanthene / 1,4-dioxane / 19 h / 100 °C / Inert atmosphere View Scheme