2013
DOI: 10.3390/molecules181113705
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A Structurally Diverse Heterocyclic Library by Decoration of Oxcarbazepine Scaffold

Abstract: 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 wer… Show more

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Cited by 5 publications
(4 citation statements)
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“…Gels 2021, 7, x FOR PEER REVIEW 3 of 14 compounds [57][58][59][60], we prepared a set of bi-and trifunctional tetrazoles and applied them for the first time in the photoinduced cross-linking of porcine skin gelatin.…”
Section: Synthesis Of Cross-linking Agentsmentioning
confidence: 99%
See 1 more Smart Citation
“…Gels 2021, 7, x FOR PEER REVIEW 3 of 14 compounds [57][58][59][60], we prepared a set of bi-and trifunctional tetrazoles and applied them for the first time in the photoinduced cross-linking of porcine skin gelatin.…”
Section: Synthesis Of Cross-linking Agentsmentioning
confidence: 99%
“…However, it may be ideal as an effective cross-linking strategy to achieve improvements in the macroscopic characteristics of biological materials, such as gelatin. Intrigued by this possibility and exploiting our expertise in the synthesis of heterocyclic compounds [57][58][59][60], we prepared a set of bi-and trifunctional tetrazoles and applied them for the first time in the photoinduced cross-linking of porcine skin gelatin.…”
Section: Introductionmentioning
confidence: 99%
“…The first effective drug for such ailments was imipramine [3]. Thanks to the interest in this group of compounds, further 10,11-dihydro-5H-dibenzo[b,f]azepine derivatives were created [4][5][6] expecting them to be drugs as well. Navdeep Kaur synthesized a series of 10,11-dihydro-5H-dibenzo[b,f]azepine hydroxamates, which may have a positive effect on the treatment of cognitive vascular disorders [4].…”
Section: Introductionmentioning
confidence: 99%
“…Thus, a survey of oxidants was undertaken and on treatment of 2 with freshly sublimed SeO 2 (2.5 equiv) in refluxing 1,4-dioxane for 7 h, clean tandem oxidation/N-decarbamoylation pleasingly ensued to produce 3 in 90% yield. 13,14 This compound precipitates directly from the reaction mixture as orange solid so that this process proved useful enough to prepare multigram quantities of 3. In the approach to 3, alternatives to Scheme 2 were examined which proved less successful or less direct.…”
mentioning
confidence: 99%