1.1: K2CO3 / methanol / 1 h / 20 °C 2.1: sodium hydride / dimethylformamide / 1 h / 0 °C 2.2: 79 percent / dimethylformamide / 3 h / 0 - 20 °C 3.1: 73 percent / Grubbs second generation catalyst / toluene / 24 h / 70 °C View Scheme

methanol; potassium carbonate Deacetylation;

bis-triphenylphosphine-palladium(II) chloride in N,N-dimethyl-formamide vinylation; Heating;

1: 3-hydroxy-pyridine; acetylene With tributyl-amine; tin(IV) chloride in chlorobenzene T=-40 - 130°C; 2: acetic anhydride With 4-(N,N-dimethlyamino)pyridine; triethylamine T=20°C; 9 h;

1: Et3N 2: PdCl2(PPh3)2 / dimethylformamide / Heating View Scheme