New synthesis of 3,5-disubstituted-5H-thiazolo[3,2-a]pyrimidine via ring annulation of 3,4-dihydropyrimidin-2(1H)-thione using alkynyl(aryl)iodonium salts

New synthesis of 3,5-disubstituted-5H-thiazolo[3,2-a]pyrimidine via ring annulation of 3,4-dihydropyrimidin-2(1H)-thione using alkynyl(aryl)iodonium salts

A transition metal-free protocol for the synthesis of biologically active thiazolo[3,2-a]pyrimidine derivatives has been achieved by the cyclocondensation of 3,4-dihydropyrimidin-2(1H)-thiones with alkynyl(aryl)iodonium tosylates. This reaction demonstrates another useful application of alkynyl(aryl...

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Veröffentlicht in:Tetrahedron letters 2013-02, Vol.54 (6), p.600-603
Hauptverfasser: Shelke, Amol V., Bhong, Bhagyashree Y., Karade, Nandkishor N.
Format: Artikel
Sprache:eng
Schlagworte:
Alkynyl(aryl)iodonium tosylates
Biginelli reaction
Cations
Chemical reactions
Cyclocondensation
Derivatives
Hypervalent iodine
Organic chemistry
Synthesis
Tetrahedrons
Thiazolo[3,2-α]pyrimidine
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Zusammenfassung:A transition metal-free protocol for the synthesis of biologically active thiazolo[3,2-a]pyrimidine derivatives has been achieved by the cyclocondensation of 3,4-dihydropyrimidin-2(1H)-thiones with alkynyl(aryl)iodonium tosylates. This reaction demonstrates another useful application of alkynyl(aryl)iodonium tosylates as synthon of alkynyl cation.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2012.11.098