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Synthesis 1995; 1995(12): 1488-1490
DOI: 10.1055/s-1995-4133
short paper
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A Simple Conversion of Thiazolo- and [1,3]Thiazino[2,3-b]quinazolinones and Analogous Fused Thieno[2,3-d]pyrimidinones into Heterocyclic Substituted Alkyl Disulfides

Michael Gütschow* , Siegfried Leistner
  • *Institut für Pharmazie der Universität Leipzig, Brüderstraße 34, D-04103 Leipzig, Germany, Fax +49(341)9603099
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Publication Date:
31 December 2000 (online)

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A facile conversion of 5H-thiazolo[2,3-b]quinazoline-5-one (1a), 2H,6H-3,4-dihydro[1,3]thiazino[2,3-b]quinazolin-6-one (1b), as well as analogous fused thieno[2,3-d]pyrimidinones 2a, b into heterocyclic substituted alkyl disulfides 3a-d, 4a-d is reported. The conversion was performed by ring cleavage with sodium methoxide or sodium ethoxide followed by intermolecular oxidative trapping.

ring cleavage - oxidative trapping - functionalized alkyl disulfides - quinazolinones - thieno[2,3-d]pyrimidinones