Convenient synthesis of carbamates, S-alkyl thiocarbamates, and N,N′-disubstituted urea derivatives of methoxycarbonylsulfenyl isocyanate

Carbamates, N,N′-unsymmetrically disubstituted ureas, and S-alkyl thiocarbamates derived from CH3OC(O)SNCO were obtained in high yield and short reaction times in one-step procedures. Convenient simple and suitable methods for the synthesis of carbamates, N,N′-unsymmetrically disubstituted ureas, an...

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Veröffentlicht in:Tetrahedron letters 2011-10, Vol.52 (41), p.5352-5354
Hauptverfasser: Torrico-Vallejos, Sonia, Erben, Mauricio F., Hey-Hawkins, Evamarie, Della Védova, Carlos O.
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Sprache:eng
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Zusammenfassung:Carbamates, N,N′-unsymmetrically disubstituted ureas, and S-alkyl thiocarbamates derived from CH3OC(O)SNCO were obtained in high yield and short reaction times in one-step procedures. Convenient simple and suitable methods for the synthesis of carbamates, N,N′-unsymmetrically disubstituted ureas, and S-alkyl thiocarbamates derived from CH3OC(O)SNCO in one-step are provided. Reactions are operationally simple and have high selectivity toward nitrogen, oxygen, and sulfur nucleophiles. The absence of solvents coupled with high yields and short reaction times make these procedures very attractive for synthesis.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2011.08.027