Synthesis and reactions of new alkynyl substituted nitroxide radicals

Cecília P. Sár, József Jekö, Peter Fajer, Kálmán Hideg

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

N-Oxylpyrrolidine radicals substituted with electron-withdrawing group activated olefinic or acetylenic group 2a-2h, 4, 5, 6 were synthesised from the pyrroline nitrone 1 or from aromatic aldehydes and the alkynylmagnesium bromide of 3. The mercury-catalyzed hydration of alkynyl groups of 2b,c led to the formation of ketones which could be brominated to yield new SH- specific spin labels. The alkynylmagnesium reagent 3 also proved to be versatile in the synthesis of bi- and triradicals 7, 9, 10 and spin labelled steroid derivatives 2e, 12d, 20-22.

Original languageEnglish
Pages (from-to)1039-1045
Number of pages7
JournalSynthesis
Issue number6
Publication statusPublished - Jan 1 1999

Keywords

  • Nitroxide free radicals
  • Polyradicals
  • Spin labelled steroids
  • α,β-acetylenic ketones

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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