A library of new heterocyclic systems was synthesized starting from oxcarbazepine (OXC, Trileptal®, 10-oxo-10,11-dihydro-5H-dibenzo[b,f]azepine- 5-carboxamide). The key for these transformations is the a-enolizable ketone present on the [d]-side of our starting material OXC, thus, an in depth investigation of the literature to find heteroannulation reactions for substrates carrying an a-enolizable ketone gave us a boost to discover an excellent derivatization strategy and [3+2], [4+2] and [4+1] approaches were successfully developed. Almost always a pre-functionalization was needed, but also the direct one-pot heterocycle construction was also explored.
|Data di pubblicazione:||2013|
|Titolo:||A Structurally Diverse Heterocyclic Library by Decoration of Oxcarbazepine Scaffold|
|Digital Object Identifier (DOI):||10.3390/molecules181113705|
|Codice identificativo ISI:||WOS:000330311500041|
|Codice identificativo Scopus:||2-s2.0-84888618624|
|Parole Chiave:||Cyclization; Cyclocondensation; Fused heterocycles; Heteroannulation; Library of compound; Oxcarbazepine|
|Appare nelle tipologie:||Articolo su Rivista|