Amide anions as unexpected activating groups in nucleophilic heteroaromatic substitution

Article abstract of DOI:10.1016/0040-4039(96)00734-4

Nucleophilic displacement of halide by alkoxide in pyridazines, phthalazines, a thiazole and a thiadiazole is unexpectedly activated by acetamido anion substituents compared to neutral amido and amino substituents.