Multicomponent Assembly of Bicyclic Aza-peroxides Catalyzed by Samarium Complexes and Their Cytotoxic Activity

Multicomponent Assembly of Bicyclic Aza-peroxides Catalyzed by Samarium Complexes and Their Cytotoxic Activity

An original strategy toward bridged tetraoxazaspirobicycloalkanes was developed. The synthesis is based on a three-component condensation–cyclization reaction of primary arylamines with 1,1′-peroxybis (1-hydroperoxycycloalkanes) and pentane-1,5-dial catalyzed by Sm­(NO3)3·6H2O. The structures and co...

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Veröffentlicht in:Journal of organic chemistry 2023-08, Vol.88 (16), p.11473-11485
Hauptverfasser: Makhmudiyarova, Nataliya N., Ishmukhametova, Irina R., Tyumkina, Tatyana V., Mescheryakova, Ekaterina S., Dzhemileva, Lilya, D’yakonov, Vladimir, Terent’ev, Alexander O., Dzhemilev, Usein M.
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container_end_page 11485
container_issue 16
container_start_page 11473
container_title Journal of organic chemistry
container_volume 88
creator Makhmudiyarova, Nataliya N.
Ishmukhametova, Irina R.
Tyumkina, Tatyana V.
Mescheryakova, Ekaterina S.
Dzhemileva, Lilya
D’yakonov, Vladimir
Terent’ev, Alexander O.
Dzhemilev, Usein M.
description An original strategy toward bridged tetraoxazaspirobicycloalkanes was developed. The synthesis is based on a three-component condensation–cyclization reaction of primary arylamines with 1,1′-peroxybis (1-hydroperoxycycloalkanes) and pentane-1,5-dial catalyzed by Sm­(NO3)3·6H2O. The structures and conformations of the products were determined by X-ray diffraction analysis and 1H and 13C NMR spectroscopy. High cytotoxic activity and biological potential toward ferroptosis induction were found for the synthesized bicyclic aza-peroxides.
doi_str_mv 10.1021/acs.joc.3c00555
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title Multicomponent Assembly of Bicyclic Aza-peroxides Catalyzed by Samarium Complexes and Their Cytotoxic Activity
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