1: 5-bromomethyl-1,3-dibenzyl-6-methyluracil With chloro-trimethyl-silane; ethylene dibromide; zinc in tetrahydrofuran T=20°C; 2: iodobenzene With trifuran-2-yl-phosphane; bis(dibenzylideneacetone)-palladium(0) in tetrahydrofuran T=20°C; 12 h;

1.1: 57 percent / sodium hydride / dimethylformamide 2.1: 59 percent / HBr; acetic acid / dioxane / 12 h / 20 °C 3.1: zinc; 1,2-dibromoethane; trimethylsilylchloride / tetrahydrofuran / 20 °C 3.2: 30 percent / (o-furyl)3P / bis(dibenzylideneacetone)palladium(0) / tetrahydrofuran / 12 h / 20 °C View Scheme

1.1: 59 percent / HBr; acetic acid / dioxane / 12 h / 20 °C 2.1: zinc; 1,2-dibromoethane; trimethylsilylchloride / tetrahydrofuran / 20 °C 2.2: 30 percent / (o-furyl)3P / bis(dibenzylideneacetone)palladium(0) / tetrahydrofuran / 12 h / 20 °C View Scheme

1.1: 80 percent / Ba(OH)2*8H2O / H2O / 24 h / 20 °C 2.1: 80 percent / HCl / H2O / 1 h / Heating 3.1: 57 percent / sodium hydride / dimethylformamide 4.1: 59 percent / HBr; acetic acid / dioxane / 12 h / 20 °C 5.1: zinc; 1,2-dibromoethane; trimethylsilylchloride / tetrahydrofuran / 20 °C 5.2: 30 percent / (o-furyl)3P / bis(dibenzylideneacetone)palladium(0) / tetrahydrofuran / 12 h / 20 °C View Scheme

1.1: 80 percent / HCl / H2O / 1 h / Heating 2.1: 57 percent / sodium hydride / dimethylformamide 3.1: 59 percent / HBr; acetic acid / dioxane / 12 h / 20 °C 4.1: zinc; 1,2-dibromoethane; trimethylsilylchloride / tetrahydrofuran / 20 °C 4.2: 30 percent / (o-furyl)3P / bis(dibenzylideneacetone)palladium(0) / tetrahydrofuran / 12 h / 20 °C View Scheme