First example of the coupling of α-diazoketones with thiourea: a novel route for the synthesis of 2-aminothiazoles

α-Diazoketones undergo smooth coupling with thiourea in the presence of 10 mol % of copper(II) triflate to produce the corresponding 2-aminothiazoles in excellent yields with high selectivity. The use of copper(II) triflate makes this method simple, convenient and practical. This method works well w...

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Bibliographic Details
Published inTetrahedron letters Vol. 49; no. 15; pp. 2381 - 2383
Main Authors Yadav, J.S., Reddy, B.V. Subba, Rao, Y. Gopala, Narsaiah, A.V.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 07.04.2008
Elsevier
Subjects
2-Aminothiazoles
Carbene insertion reactions
Chemistry
Chemistry, Organic
Copper(II) salts
Diazoketones
Physical Sciences
Science & Technology
Carbene insertion reactions
2-Aminothiazoles
Diazoketones
Copper(II) salts
copper(II) salts
SERIES
carbene insertion reactions
diazoketones
INHIBITORS
DERIVATIVES
2-aminothiazoles
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Summary:α-Diazoketones undergo smooth coupling with thiourea in the presence of 10 mol % of copper(II) triflate to produce the corresponding 2-aminothiazoles in excellent yields with high selectivity. The use of copper(II) triflate makes this method simple, convenient and practical. This method works well with both aryl and alkyl diazoketones to furnish a wide range of 2-aminothiazoles.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2008.02.068