Aromatic nucleophilic substitution with 4-hydroxypyridine

Article abstract of DOI:10.1016/S0040-4039(99)01694-9

The compound 4-hydroxypyridine is reacted with aromatic substrates that have a leaving group (usually halogen) and that is activated by an electron- withdrawing group or a heterocycle. Only N-aryl-4(1H)-pyridones are produced in this efficient aromatic nucleophilic substitution reaction. Some mechanistic aspects of the reaction have also been examined.