A synthesis of biaryls via nickel(0)-catalyzed cross-coupling reaction of chloroarenes with phenylboronic acids

Article abstract of DOI:10.1016/0040-4039(96)00482-0

The cross-coupling reaction of phenylboronic acid with chloroarenes to give biaryls was carried out in high yields at 80°C in the presence of the nickel(0) catalyst and K₃PO₄ (3 equivs) in dioxane. The nickel(0) catalyst prepared in situ from NiCl₂(dppf) (10 mol%) and four equivalents of BuLi was recognized to be most effective. The reaction can be applicable for a wide range of chloroarenes having an electron-withdrawing or an electron-donating group such as 4-CN, 4-CHO, 2- or 4-CO₂Me, 4-COMe, 4-NHAc, 3- or 4-Me, and 3- or 4-OMe, and 4-NH₂.