The ortho and meta magnesiation of functionalized anilines and amino-substituted pyridines and pyrazines at room temperature

Abstract

A practical ortho,meta, (or even ortho,ortho') magnesiation of trifluoroacetamides of anilines, aminopyridines, and aminopyrazines at room temperature was performed with TMPMgCl⋅LiCl or TMP(2) Mg⋅2 LiCl. These magnesiations are compatible with several carbonyl functionalities and allow access to polysubstituted anilides in satisfactory yields.