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; Yongping Yu

doi:10.1021/acs.orglett.5b02152

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

Org Lett. 2015 Oct 2;17(19):4698-701. doi: 10.1021/acs.orglett.5b02152.

Authors

Binhui Chen¹, Shanshan Guo¹, Xiao Guo¹, Guolin Zhang¹, Yongping Yu¹

Affiliation

¹ Zhejiang Province Key Laboratory of Anti-Cancer Drug Research, College of Pharmaceutical Sciences, Zhejiang University , Hangzhou 310058, P. R. China.

PMID: 26372853
DOI: 10.1021/acs.orglett.5b02152

Abstract

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.

Publication types

Research Support, Non-U.S. Gov't