Kinetics and Mechanism for Oxime Formation from Pyridine-2-, -3-, and -4-carboxaldehydes

Article abstract of DOI:10.1021/jo00091a031

Oxime formation from pyridine-2-, -3-, and -4-carboxaldehydes occurs with rate-limiting carbinolamine dehydration under both acidic and neutral conditions.Carbinolamine dehydration of pyridine-2-carboxaldehyde occurs via a transition state bearing a single positive charge, unlike the corresponding reaction for formyl-1-methylpyridinium ion and the reaction under acidic conditions for pyridine-3- and -4-carboxaldehydes.