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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

Πλήρης Εγγραφή

URI: http://purl.tuc.gr/dl/dias/F4F2E829-6960-446F-AF74-1FF401B7FE0E
Έτος 2014
Τύπος Δημοσίευση σε Περιοδικό με Κριτές
Άδεια Χρήσης
Λεπτομέρειες
Βιβλιογραφική Αναφορά E. 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.2014.03.031 https://doi.org/10.1016/j.tet.2014.03.031
Εμφανίζεται στις Συλλογές
Δημοσιεύσεις σε Περιοδικά στην Κοινότητα Σχολή Μηχανικών Ορυκτών Πόρων

Περίληψη

A 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).

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