Synthesis 2018; 50(17): 3499-3505
DOI: 10.1055/s-0037-1610168
paper
© Georg Thieme Verlag Stuttgart · New York

Phosphine-Free [3+2] Cycloaddition of Propargylamines with Dialkyl Azodicarboxylates: An Efficient Access to Pyrazole Backbone

Yicheng Zhang
a   School of Environmental and Chemical Engineering, Shanghai University, Shanghai 200444, P. R. of China   Email: xsjia@mail.shu.edu.cn
b   Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, P. R. of China   Email: jieliu_1024@163.com
,
Jie Liu*
b   Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, P. R. of China   Email: jieliu_1024@163.com
,
Xueshun Jia*
a   School of Environmental and Chemical Engineering, Shanghai University, Shanghai 200444, P. R. of China   Email: xsjia@mail.shu.edu.cn
c   Department of Chemistry, Shanghai University, Shanghai 200444, P. R. of China
› Author Affiliations
We gratefully acknowledge the National Natural Science Foundation of China (No. 21472121) for financial support.
Further Information

Publication History

Received: 13 March 2018

Accepted after revision: 28 April 2018

Publication Date:
18 June 2018 (online)


Abstract

A phosphine-free [3+2] cycloaddition reaction of the substituted propargylamines with dialkyl azodicarboxylates at room temperature is described. This reaction provides a new approach to functionalized pyrazoles in good yields and high selectivity.

Supporting Information