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Diastereoselective one-pot synthesis of novel ABCD-fused chromeno[2,3-d]pyrazolo[3,4-b]pyridines

Eleni Dimitriadou, Julia Stephanidou-Stephanatou, Constantinos A. Tsoleridis, Dimitra J. Hadjipavlou-Litina, Christos Kontogiorgis, Kostakis Georgios

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URIhttp://purl.tuc.gr/dl/dias/F4F2E829-6960-446F-AF74-1FF401B7FE0E-
Identifierhttp://www.sciencedirect.com/science/article/pii/S0040402014003512-
Identifierhttps://doi.org/10.1016/j.tet.2014.03.031-
Languageen-
Extent6 pagesen
TitleDiastereoselective one-pot synthesis of novel ABCD-fused chromeno[2,3-d]pyrazolo[3,4-b]pyridinesen
CreatorEleni Dimitriadouen
CreatorJulia Stephanidou-Stephanatouen
CreatorConstantinos A. Tsoleridisen
CreatorDimitra J. Hadjipavlou-Litinaen
CreatorChristos Kontogiorgisen
CreatorKostakis Georgiosen
CreatorΚωστακης Γεωργιοςel
PublisherElsevieren
Content SummaryA new aspect concerning chromone chemistry leading to the one-pot synthesis of functionalized novel ABCD-fused chromenopyrazolopyridines has been described. The synthesis involves a multicomponent reaction of chromone-3-benzoylhydrazones with isocyanides and acetylenedicarboxylates, whereupon novel complex tetracyclic benzopyrone derivatives containing three stereogenic centres were formed. The structure elucidation of the products was accomplished by 1D and 2D NMR experiments and confirmed by X-ray crystallographic analysis. Full assignment of all 1H and 13C NMR chemical shifts has been unambiguously achieved. The reaction mechanism is also discussed. In addition, eight chromenopyrazolopyridine derivatives were tested for possible biological activity (antioxidant and lipid peroxidation inhibition).en
Type of ItemPeer-Reviewed Journal Publicationen
Type of ItemΔημοσίευση σε Περιοδικό με Κριτέςel
Licensehttp://creativecommons.org/licenses/by/4.0/en
Date of Item2015-12-04-
Date of Publication2014-
SubjectAcetylenedicarboxylatesen
SubjectChromenesen
SubjectChromenopyrazolopyridinesen
SubjectIsocyanidesen
SubjectMulticomponent reactionsen
Bibliographic CitationE. Dimitriadou, J. Stephanidou-Stephanatou, C. A. Tsoleridis, D. J. Hadjipavlou-Litina, C. Kontogiorgis, and G. E. Kostakis, "Diastereoselective one-pot synthesis of novel ABCD-fused chromeno[2,3-d]pyrazolo[3,4-b]pyridines", Tetrahedron, vol. 70, no. 18, pp. 2938-2943, May 2014. doi:10.1016/j.tet.2014.03.031en

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