A highly regioselective reaction of N-fluoropyridinium salts with stabilized sulfur, oxygen, and nitrogen nucleophiles: A convenient route to 2-substituted pyridines

Article abstract of DOI:10.1002/jhet.5570300530

2-Substituted pyridines are efficiently obtained by the reactions of N- fluoropyridinium tetrafluoroborate or triflate with anions derived from benzenethiols, phenols, azoles, cyanamide, and with azide anion. The results are consistent with a nucleophile addition at the position 2 of the N- fluoropyridinium cation as the major reaction pathway.