Synthesis 2015; 47(01): 65-70
DOI: 10.1055/s-0034-1379201
paper
© Georg Thieme Verlag Stuttgart · New York

Highly Efficient, Environment-Friendly, One-Pot Synthesis of 2-Substituted 4-Formylimidazoles from 4-Acylaminoisoxazoles

Feng Gao*
a   Department of Chinese Traditional Herbal, Agronomy College, Sichuan Agricultural University, No 211, Huimin Road, Wenjing Region, Chengdu 611130, P. R. of China   Fax: +86(28)86290870   Email: gaofeng@sicau.edu.cn
,
Xin-Chuan Tian
a   Department of Chinese Traditional Herbal, Agronomy College, Sichuan Agricultural University, No 211, Huimin Road, Wenjing Region, Chengdu 611130, P. R. of China   Fax: +86(28)86290870   Email: gaofeng@sicau.edu.cn
,
Xiao-Xia Qu
a   Department of Chinese Traditional Herbal, Agronomy College, Sichuan Agricultural University, No 211, Huimin Road, Wenjing Region, Chengdu 611130, P. R. of China   Fax: +86(28)86290870   Email: gaofeng@sicau.edu.cn
,
Dan Wang
a   Department of Chinese Traditional Herbal, Agronomy College, Sichuan Agricultural University, No 211, Huimin Road, Wenjing Region, Chengdu 611130, P. R. of China   Fax: +86(28)86290870   Email: gaofeng@sicau.edu.cn
,
Dong Pu
b   State Key Laboratory of Biotherapy, Sichuan University, Chengdu 610041, P. R. of China
› Author Affiliations
Further Information

Publication History

Received: 27 July 2014

Accepted after revision: 01 September 2014

Publication Date:
30 September 2014 (online)


Abstract

A highly efficient and environment-friendly one-pot synthesis of 2-substituted 4-formylimidazoles was accomplished. Raney nickel catalyzed hydrogenation of 4-acylaminoisoxazoles in ethanol, followed by sodium hydroxide promoted recyclization of the ring-opened intermediates, afforded the functionalized imidazoles.

Supporting Information