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Simple and direct nucleophilic addition of secondary amines, including imidazole, to 1,2,3-triazine under mild reaction conditions (THF, 25-65 °C, 12-48 h), requiring no additives, cleanly provides β-aminoenals 4 in good yields (21 examples, 31-79%). The reaction proceeds by amine nucleophilic addition to C4 of the 1,2,3-triazine, in situ loss of N 2 , and subsequent imine hydrolysis to provide 4.

Direct Synthesis of β-Aminoenals through Reaction of 1,2,3-Triazine with Secondary Amines