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Synthesis 2010(10): 1702-1706  
DOI: 10.1055/s-0029-1219758
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of New Paramagnetic Selenophenes

Tamás Kálaia, Nárcisz Bagia, József Jekőb, Zoltán Berentec, Kálmán Hideg*a
a Department of Organic and Medicinal Chemistry, University of Pécs, P.O. Box 99, 7602 Pécs, Hungary
Fax: +36(72)536219; e-Mail: kalman.hideg@aok.pte.hu;
b Department of Chemistry, College of Nyíregyháza, Sóstói st. 31/B, 4440 Nyíregyháza, Hungary
c Insitute of Biochemistry and Medical Chemistry, University of Pécs, P.O. Box 99, 7602 Pécs, Hungary
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Publication History

Received 12 February 2010
Publication Date:
06 April 2010 (online)

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Abstract

Starting from 3-bromo-4-formyl- or 3-bromo-4-cyano-2,2,5,5,-tetramethyl-2,5-dihydro-1H-pyrrol-1-yloxyl radicals, 2-substituted and 2,3-disubstituted 5H-selenolo[2,3-c]pyrrol-5-yloxyl radicals were synthesized. The 2-(bromomethyl)-substituted 5H-selenolo[2,3-c]pyrrol-5-yloxyl derivative was a key intermediate in the synthesis of a thiol specific methanethiosulfonate spin label reagent, a paramagnetic, selenophene ring-containing amino acid, and a new quinazolin-4(3H)-one derivative.

Key words

amino acids - alkylations - free radicals - heterocycles - selenium