204975-63-3Relevant academic research and scientific papers
Synthesis of 3-vinylpiperidines, 3-ethylidenepiperidines and 5-functionalized-1,2,3,4-tetrahydropyridines
Aelterman, Wim,De Kimpe, Norbert
, p. 2563 - 2574 (1998)
Reaction of 1-azapentadienyl anions, generated by deprotonation of N-(2-buten-1-ylidene-)-alkylamines, with l-bromo-3-chloropropane led to the formation of N-[2-(3-chloropropyl)-3-buten-1-ylidene]alkylamines. By reaction with nucleophiles and bases, the latter functionalized imines were converted into unsaturated piperidines, i.e. 3-vinylpiperidines, 3-ethylidenepiperidines, 5-vinyl-1,2,3,4-tetrahydropyridines and 5-(2-cyanoethyl)-1,2,3,4-tetrahydropyridines. 5-Vinyl-1,2,3,4-tetrahydropyridines proved to be suitable dienes in Diels-Alder reactions with N-phenylmaleimide, giving rise to octahydro-1H-pyrrolo[3,4h]quinoline-1,3-diones.
