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Synthesis 1997; 1997(9): 1049-1055
DOI: 10.1055/s-1997-1311
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Synthesis and Reactions of New Nitronyl Nitroxides

Tamás Kálai*
  • *Institute of Organic and Medicinal Chemistry, University of Pécs, H-7643 Pécs, P.O. Box 99, Hungary
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Publication History

Publication Date:
31 December 2000 (online)

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Various new 2-substituted 4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazol-1-yloxyl 3-oxide mono- 1b, 7, 13a,b, 14, 15, 16, 17, 22 and biradicals 8, 9 were prepared. The nitronyl nitroxide functions were selectively reduced by Fe/HOAc to 1-hydroxyimidazoline derivatives 3b, 11, 21. The reductions by Zn/HCl led to imidazolines 4, 12. The nitronyl nitroxide functions remained inert when the 2-phenyl compounds was nitrated by H2SO4/HNO3 to give nitrophenyl nitronyl nitroxide derivatives 13a,b, 14.

nitronyl nitroxide