Synthesis 2019; 51(09): 2023-2029
DOI: 10.1055/s-0037-1612101
paper
© Georg Thieme Verlag Stuttgart · New York

One-Pot Three-Component Strategy for Polysubstituted 2-Aminothiazoles via Ring Opening of α-Nitro Epoxides

Yue Zhu
,
Wenteng Chen
,
Donghong Zhao
,
Guolin Zhang*
Zhejiang Province Key Laboratory of Anti-Cancer Drug Research, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, P. R. of China   Email: guolinzhang@zju.edu.cn   Email: yyu@zju.edu.cn
,
Yongping Yu*
Zhejiang Province Key Laboratory of Anti-Cancer Drug Research, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, P. R. of China   Email: guolinzhang@zju.edu.cn   Email: yyu@zju.edu.cn
› Author Affiliations
This project was supported by the Natural Science Foundation of Zhejiang Province [LY16H300001 (G. Zhang), LY18H300001 (W. Chen)], the National Natural Science Foundation of China (81473074 and 81673291) and the Osteoporosis & Breast Cancer Research Center, USA (Y. Yu).
Further Information

Publication History

Received: 28 October 2018

Accepted after revision: 28 December 2018

Publication Date:
18 February 2019 (eFirst)

Abstract

Polysubstituted 2-aminothiazoles have been synthesized via a one-pot three-component reaction of α-nitro epoxides, potassium thiocyanate, and primary amines without the need for any additives. This reaction proceeds smoothly in a highly efficient and eco-friendly manner with good to excellent yields. A possible mechanism is also proposed.

Supporting Information

 
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