Abstract Aminomethylation of α-methylstyrene (1) leads to 1, 2, 3, 6-tetrahydro-4- phenylpyridine (3) as main product, together with a significant amount of a previously unknown by-product. The N-methyl, O-acetyl-N-methyl, N, O-diacetyl, N-(4-nitrobenzoyl), and (via N [RIGHTWARDS ARROW] O acyl-migration) O-(4-nitrobenzoyl) derivatives of the by-product were synthesized. By aromatization of the heteroring, 4-phenyl-3- ...