The N-arylation of hetarylamines by reaction of aminopyridines or aminoquinolines
with substituted bromothiophene-2- or -3-carboxylates is described. From 2-aminopyridines
and 1-aminoisoquinoline, polycyclic compounds were obtained in one-pot, two-step reactions:
C-N coupling is followed by intramolecular cyclization involving the nitrogen atom
of the heterocyclic ring and the carboxylate. Steric hindrance seems to be a limitation
for the latter reaction, because when 2-amino-6-picoline was used, the corresponding
dihetarylamines were obtained.
palladium catalysis - amination - bromothiophenes - aminopyridines
