1: 1,3-oxazole With n-butyllithium; zinc(II) chloride in tetrahydrofuran; hexane T=-78 - 20°C; Negishi coupling reaction; 2: 1-(iodo)-4-methylbenzene With tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran T=60°C; 4 h; Further stages.;

NiCl2((PPh3)P)2 in tetrahydrofuran T=60 - 65°C; 6 h; Inert atmosphere;

2,3-dicyano-5,6-dichloro-p-benzoquinone in dichloromethane T=20°C; 10 h; Molecular sieve;

dichloro bis(acetonitrile) palladium(II); 1,10-phenanthroline; copper diacetate; sodium carbonate in 1,4-dioxane; dimethyl sulfoxide T=20 - 100°C; 4.58333 h; Inert atmosphere;

1: sodium acetate / 100 °C 2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 10 h / 20 °C / |Molecular sieve View Scheme

1: hydrazine hydrate; water / tetrahydrofuran / 0.5 h / 0 °C / |Inert atmosphere 2: dichloro bis(acetonitrile) palladium(II); sodium carbonate; copper diacetate; 1,10-phenanthroline / dimethyl sulfoxide; 1,4-dioxane / 4.58 h / 20 - 100 °C / |Inert atmosphere View Scheme

triphenylphosphine; silver carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in dichloromethane; water T=60°C; 24 h;

triphenylphosphine; silver carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in dichloromethane; water T=60°C; 24 h;