Synthesis 2012; 44(10): 1501-1506
DOI: 10.1055/s-0031-1290779
special topic
© Georg Thieme Verlag Stuttgart · New York

Copper-Catalyzed N–N Bond Formation by Homocoupling of Ketoximes via N–O Bond Cleavage: Facile, Mild, and Efficient Synthesis of Azines

Mi-Na Zhao
Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry & Materials Science, Northwest University, Xi’an 710069, P. R. of China, Email: guanzhh@nwu.edu.cn
,
Hao Liang
Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry & Materials Science, Northwest University, Xi’an 710069, P. R. of China, Email: guanzhh@nwu.edu.cn
,
Zhi-Hui Ren
Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry & Materials Science, Northwest University, Xi’an 710069, P. R. of China, Email: guanzhh@nwu.edu.cn
,
Zheng-Hui Guan*
Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry & Materials Science, Northwest University, Xi’an 710069, P. R. of China, Email: guanzhh@nwu.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 03 February 2012

Accepted: 05 March 2012

Publication Date:
30 March 2012 (online)

Abstract

A facile, mild, and efficient copper-catalyzed homocoupling of ketoximes involving N–O bond cleavage in the presence of sodium bisulfite (NaHSO3) has been developed. This reaction shows good functional group tolerance and affords a broad scope of azines in high yields.

 
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