252349-28-3Relevant academic research and scientific papers
Versatile assembly of the 2-carboxybenzo[b]azepine ring system
Giacobbe, Simone A.,Di Fabio, Romano
, p. 2027 - 2029 (2007/10/03)
A suitable 2-carboxybenzo[b]azepine derivative was designed as a potential novel antagonist of the strychnine-insensitive glycine binding site of the NMDA receptor. This compound was synthesized via an N-aryl allylglycine, a useful intermediate efficiently prepared from the starting aniline derivative, followed by a short and unusual elaboration of the allyl double bond.
Straightforward synthesis of new tetrahydroquinoline derivatives
Di Fabio,Alvaro,Bertani,Giacobbe
, p. 809 - 815 (2007/10/03)
To identify novel classes of glycine antagonists, compounds potentially useful as neuroprotective after stroke, novel substituted tetrahydroquinoline derivatives, satisfying the key pharmacophoric requirements for glycine antagonists, were designed. To explore the SAR of these compounds an efficient synthetic route was set up exploiting the outstanding reactivity of suitable N-aryl imine derivatives. In particular an allylmetalation reaction or the addition of bis(trimethyldisilyl)ketene acetals allowed the preparation of versatile intermediates which were smoothly transformed into the desired bicycle tetrahydroquinoline derivatives by a Heck-type cyclization reaction.
