N,N,N',N,-tetramethylethylenediamine; iodine; lithium diisopropyl amide in tetrahydrofuran; n-heptane T=-22°C; Iodination; 0.5 h;

1: potassium carbonate / acetone / 16 h / |Reflux 2: lithium diisopropyl amide; N,N,N',N,-tetramethylethylenediamine; iodine / tetrahydrofuran / 30 °C View Scheme

sodium t-butanolate in 1,4-dioxane T=80°C; 3 h; Inert atmosphere;