An Efficient Synthesis of 1-Substituted Uracil Ring Systems and Their Thio Analogues

Abstract A facile and simple regioselective synthesis of uracils and their thio analogues has been achieved by cyclocondensation of a common precursor, diazadienium iodide 1, and isothiocyanates 2A,B. The key step in this synthetic process is the preparation of 4-methylsulfanylpyrimidine-2-thiones 3...

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Veröffentlicht in:Synlett 2005-11, Vol.2005 (18), p.2805-2807
Hauptverfasser: Robin, Aélig, Julienne, Karine, Raimbault, Sophie, Meslin, Jean-Claude, Deniaud, David
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Sprache:eng
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Zusammenfassung:Abstract A facile and simple regioselective synthesis of uracils and their thio analogues has been achieved by cyclocondensation of a common precursor, diazadienium iodide 1, and isothiocyanates 2A,B. The key step in this synthetic process is the preparation of 4-methylsulfanylpyrimidine-2-thiones 3A,B, which after ­further elaboration gave the expected uracil analogues 4A,B-8A,B.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2005-917114