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Oxidation of thiazolo[3,2-a]pyrimidin-3(2H)-ones with DMSO and Lawesson’s reagent

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Abstract 2,2′-Dimers with a central double bond were prepared by the oxidation of 5,6-disubstituted 7-methyl-5 H -[1,3]thiazolo[3,2- a ]pyrimidin-3(2 H )-ones with DMSO and Lawesson’s reagent at room temperature. The… Click to show full abstract

Abstract 2,2′-Dimers with a central double bond were prepared by the oxidation of 5,6-disubstituted 7-methyl-5 H -[1,3]thiazolo[3,2- a ]pyrimidin-3(2 H )-ones with DMSO and Lawesson’s reagent at room temperature. The role of DMSO as an oxidizing reagent was confirmed by NMR spectroscopy. The E -configuration of the central C C bond for the two diastereomers of compound 8m was proven by single crystal X-ray data. The dimeric thiazolopyrimidines were orange or red colored and absorption bands at 283–330 and 459–476 nm were observed in the UV spectra.

Keywords: ones dmso; thiazolo pyrimidin; lawesson reagent; pyrimidin ones; dmso lawesson

Journal Title: Tetrahedron Letters
Year Published: 2018

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