68267-34-5Relevant articles and documents
LATERAL METALLATION OF METHYLATED NITROGENOUS HETEROCYCLES
Kaiser, Edwin M.
, p. 2055 - 2064 (2007/10/02)
Me groups on nitrogenous heterocycles can be conveniently metallated by a variety of strongly basic reagents to afford synthetically useful carbanions.The negative charge of such anions resides predominantly on the ring N atoms.The site of lithiation on pyridines and quinolines bearing Me groups in both the 2- and 4-positions depends upon the ability of the ring N atom to complex with the metallating agents.Carbanions derived from methylated pyridines, quinolines, naphthyridines, isoquinolines, pyridocarbazoles, pteridines, pyridoindoles and quinoxalines are discussed.References are provided describing condensations of these reagents with a variety of both common and uncommon electrophiles.