tris(dibenzylideneacetone)dipalladium(0) chloroform complex; copper(l) iodide; triethylamine; dfppe in acetonitrile T=80 - 100°C; 48 h;

1: 99 percent / CuI; Et3N / Pd(PPh3)4 / acetonitrile / 6 h / 60 °C 2: 96 percent / (C6F5)3P; Pd2dba3*CHCl3 / dioxane / 24 h / 100 °C View Scheme

1: 4-iodobenzoic acid ethyl ester With tBu4ZnLi2 in tetrahydrofuran T=0°C; Inert atmosphere; 2: propargyl bromide in tetrahydrofuran T=-78 - 20°C; Inert atmosphere; regioselective reaction;

tetrakis(triphenylphosphine) palladium(0); sodium methylate in N,N-dimethyl-formamide T=20°C; Suzuki-Miyaura cross coupling reaction; 3 h; Inert atmosphere;

1: 4-iodobenzoic acid ethyl ester With tBu4ZnLi2 in tetrahydrofuran T=0°C; 2 h; Inert atmosphere; 2: With copper (I) cyanide in tetrahydrofuran Inert atmosphere; 3: propargyl bromide in tetrahydrofuran T=20°C; 16 h; Inert atmosphere; regioselective reaction;