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New synthesis of tetraoxaspirododecane-diamines and tetraoxazaspirobicycloalkanes.

ABSTRACT: An efficient method for the synthesis of new spiro-tetraoxadodecanediamines and tetraoxazaspirobicycloalkanes has been developed by reactions of primary arylamines with gem-dihydroperoxides and α,ω-dialdehydes (glyoxal, pentanedial) catalyzed by lanthanide catalysts. A potential pathway for formation of tetraoxaspirododecane-diamines and tetraoxazospirobicycloalkanes has been proposed that involves generation of intermediate tetraoxaspiroalkanediols under the reaction conditions. The structures of the crystalline products have been confirmed by XRD. It was shown that the synthesized tetraoxazaspirobicycloalkanes exhibit high cytotoxic activity against Jurkat, K562, and U937 tumor cultures and Fibroblasts.

SUBMITTER: Makhmudiyarova NN

PROVIDER: S-EPMC9072112 | biostudies-literature | 2019 Sep

REPOSITORIES: biostudies-literature

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New synthesis of tetraoxaspirododecane-diamines and tetraoxazaspirobicycloalkanes.

Makhmudiyarova Nataliya N NN Shangaraev Kamil R KR Dzhemileva Lilya U LU Tyumkina Tatyana V TV Mescheryakova Ekaterina S ES D'yakonov Vladimir A VA Ibragimov Askhat G AG Dzhemilev Usein M UM

RSC advances 20190923 51

An efficient method for the synthesis of new spiro-tetraoxadodecanediamines and tetraoxazaspirobicycloalkanes has been developed by reactions of primary arylamines with <i>gem</i>-dihydroperoxides and α,ω-dialdehydes (glyoxal, pentanedial) catalyzed by lanthanide catalysts. A potential pathway for formation of tetraoxaspirododecane-diamines and tetraoxazospirobicycloalkanes has been proposed that involves generation of intermediate tetraoxaspiroalkanediols under the reaction conditions. The stru ...[more]

PMID: 35531552

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