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
Binhui Chen, Shanshan Guo, Xiao Guo, Guolin Zhang* and Yongping Yu*
*Zhejiang Province Key Laboratory of Anti-Cancer Drug
Research, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou
310058, P. R. China, Email: guolinzhang
zju.edu.cn, yyuzju.edu.cn
B. Chen, S. Guo, X. Guo, G. Zhang, Y. Yu, Org. Lett., 2015, 17, 4698-4701.
DOI: 10.1021/acs.orglett.5b02152
see article for more reactions
Abstract
Palladium(II) acetate catalyzes a highly selective construction of 4-substituted 2-aminothiazoles from vinyl azides and potassium thiocyanate, whereas iron(III) bromide promotes the formation of 4-substituted 5-thiocyano-2-aminothiazoles. Use of readily available starting materials, high selectivity, as well as mild reaction conditions make these practical methods particularly attractive.
see article for more examples
Key Words
ID: J54-Y2015
