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Synthesis 2000; 2000(14): 2039-2046
DOI: 10.1055/s-2000-8727
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Synthesis of 2-Substituted Pyrrolidine Nitroxide Radicals

Szilvia Gadányi* , Tamás Kálai, József Jekö, Zoltán Berente, Kálmán Hideg
  • *Institute of Organic and Medicinal Chemistry, University of Pécs, H-7643 Pécs, P. O. Box 99, Hungary; Fax +36(72)32 57 31; E-mail: KHIDEG@main.pote.hu
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Publication Date:
31 December 2000 (online)

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Grignard reaction of nitrone 1 with arylmagnesium bromides afforded different pyrrolidine nitroxide radicals 2a-f, which were converted further to spin labelled ebselen 6, saccharine 11, phenols 5, 12, 13, quinone 16 and heterocycles 20, 21, 24. Paramagnetic sulfonyl chlorides 7a, 7b, 9a and methanethiosulfonate 25d capable of amino and thiol labelling, respectively, were also prepared.

Grignard reaction - free radicals - heterocycles - phenols - quinones - selenium - oxidations - reductions