Lithiation of 2-(2-furyl) pyridine with n-butyllithium is dependent upon the nature of the solvent, lithium complexant, and temperature. ω-Lithiation of the furan ring increases with the importance of the solvation of the lithium atom (TMEDA> THF> ether> hexane). The α substituted derivative, which is the thermodynamically controlled product, is obtained in ether with a good yield either with DABCO-BuLi or by HMPT catalyzed migration of lithium ...
