Selective Access to 4‑Substituted 2‑Aminothiazoles and 4‑Substituted 5-Thiocyano-2-aminothiazoles from Vinyl Azides and Potassium Thiocyanate Switched by Palladium and Iron Catalysts

A highly selective construction of 4-substituted 2-aminothiazoles and 4-substituted 5-thiocyano-2-aminothiazoles, respectively, catalyzed by palladium­(II) acetate and promoted by iron­(III) bromide from vinyl azides and potassium thiocyanate has been developed. Use of readily available starting mat...

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Veröffentlicht in:Organic letters 2015-10, Vol.17 (19), p.4698-4701
Hauptverfasser: Chen, Binhui, Guo, Shanshan, Guo, Xiao, Zhang, Guolin, Yu, Yongping
Format: Artikel
Sprache:eng
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Zusammenfassung:A highly selective construction of 4-substituted 2-aminothiazoles and 4-substituted 5-thiocyano-2-aminothiazoles, respectively, catalyzed by palladium­(II) acetate and promoted by iron­(III) bromide from vinyl azides and potassium thiocyanate has been developed. Use of readily available starting materials, high selectivity, as well as mild reaction conditions make this practical method particularly attractive.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.5b02152