Journal
TETRAHEDRON
Volume 68, Issue 1, Pages 173-178Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.10.074
Keywords
2-Aminothiazole; One-pot reaction; Tandem cyclization; alpha-Halogenation ketones; I-2/CuO
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Funding
- National Natural Science Foundation of China [20872042, 201032001]
- PCSIRT [IRT0953]
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A concise and efficient one-pot process from easily available methyl ketones/unsaturated methyl ketones and thiourea was developed for the synthesis of 2-aminothiazoles under the media of I-2/CuO. The method can highly stereoselectivity obtain the E-isomers of 4-ethenyl-2-aminothiazoles (5a-f). All these target molecules were characterized by NMR, HRMS and IR spectra. Furthermore, the target compounds 3c and 5b were further determined by X-ray crystallographic analysis. (C) 2011 Elsevier Ltd. All rights reserved.
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