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A Structurally Diverse Heterocyclic Library by Decoration of Oxcarbazepine Scaffold
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 α-enolizable ketone present on the [d]-side of our starting material OXC, thus, an in depth inves...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6270634/ https://www.ncbi.nlm.nih.gov/pubmed/24201207 http://dx.doi.org/10.3390/molecules181113705 |
Sumario: | 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 α-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 α-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. |
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