In the course of our studies on the metallation of heterocycles, our laboratory has recently reported the usefulness of n-BuLi–Me 2 N(CH 2 ) 2 OLi (noted n-BuLi–LiDMAE) for the metallation of pyridine derivatives in apolar solvents. 1., , , , , , , , , and The aminoalkoxide increases by aggregation the basicity of n-BuLi over its nucleophilicity. The superbase formed then prevents the classical nucleophilic addition of n-BuLi onto the heteroaromatic ring. Furthermore, an ...
