Artigo Revisado por pares

Direct Synthesis of Deuterium-Labeled O-, S-, N-Vinyl Derivatives from Calcium Carbide

2019; Thieme Medical Publishers (Germany); Volume: 51; Issue: 15 Linguagem: Inglês

10.1055/s-0037-1611518

ISSN

1437-210X

Autores

Maria S. Ledovskaya, Vladimir V. Voronin, Konstantin S. Rodygin, Alexandra V. Posvyatenko, Ksenia S. Egorova, Valentine P. Ananikov,

Tópico(s)

Chemical Synthesis and Analysis

Resumo

A novel methodology for the preparation of trideuterovinyl derivatives of high purity directly from alcohols, thiols, and NH-compounds was developed. Commercially available calcium carbide and D2O acted as a D2-acetylene source, and DMSO-d 6 was used to complete the formation of the D2C=C(D)–X fragment (X = O, S, N). Polymerization of a selected trideuterovinylated compound showed a very promising potential of these substances in the synthesis of labeled polymeric materials. Biological activity of the synthesized trideuterovinyl derivatives was evaluated and the results indicated a significant increase of cytotoxicity upon deuteration.

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