Versatile synthesis of novel tetrahydroquinolines as potentially active semicarbazide-sensitive amine oxidase (SSAO) inhibitors via tert-amino effect
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R Deme, M Schlich, Z Mucsi, G Karvaly, G Tóth…
Arkivoc, 2016
researchgate.net
Several aminomethyl tetrahydroquinoline derivatives were synthesized in a facile three-step procedure, in order to develop a semicarbazide-sensitive amine oxidase (SSAO) inhibitor library, as proved by in vitro test on rat aorta microsomal fraction. The efficient microwave-assisted cisdiastereoselective cyclization of 2-dicyanovinyl-tert-anilines is based on tert-amino effect as a thermal isomerization reaction. The cyclized dicarbonitrile intermediates were subjected to a decyanation reaction and a subsequent reduction, providing the …
