2-Fluoropyridines bearing a C-3 1-hydroxyethyl or acetyl group and a C-4 protected acetyl moiety are selectively prepared starting from 2-fluoro pyridine, using such reactions as Directed Ortho Metalation, Halogen-Dance, Halogen-Metal Exchange and Fries-like Rearrangement. Synthesis of the 4-phenyl- 2-(2-quinolyl)pyridine skeleton of the Streptonigrin alkaloid is conveniently achieved using two cross-coupling reactions between suitable phenyl, pyridine and quinoline units. In this purpose, substituted phenylboronic acids, 3-amino-4-iodopyridines and 2-quinolyl stannanes are prepared by Directed Ortho Metalation strategy. A variation of this methodology consists in the synthesis of 2,4-diphenyl-3-aminopyridines by selective coupling between 2-(4-iodo-3-aminopyridyl) triflates and different phenylboronic acids. Recent-results in the field of Directed Ortho Metalation of diazines (pyrazine, pyridazine and pyrimidine) are reported with indication of electrophiles and yields. In the pyrimidine series, the research of anti-HIV molecules initiated study of the lithiation of uracil and uridine derivatives.