Issue 7, 2015

Copper(ii)-catalyzed coupling reaction: an efficient and regioselective approach to N′,N′-diaryl acylhydrazines

Abstract

Using N′-aryl acylhydrazines as aryl donors, a novel copper(II)-catalyzed homo-coupling reaction of N′-aryl acylhydrazines has been developed for the synthesis of N′,N′-diaryl acylhydrazines. We also provided a complementary procedure for the preparation of unsymmetrical diaryl acylhydrazines via cross-coupling reaction. These protocols featured mild reaction conditions, wide functional group tolerance and highly regioselective products. Control experiments indicated that this kind of coupling reaction might undergo a transient acyl diazene intermediate.

Graphical abstract: Copper(ii)-catalyzed coupling reaction: an efficient and regioselective approach to N′,N′-diaryl acylhydrazines

Supplementary files

Article information

Article type
Paper
Submitted
05 Nov 2014
Accepted
08 Dec 2014
First published
08 Dec 2014

Org. Biomol. Chem., 2015,13, 2055-2063

Copper(II)-catalyzed coupling reaction: an efficient and regioselective approach to N′,N′-diaryl acylhydrazines

J. Zhang, G. Huang, J. Weng, G. Lu and A. S. C. Chan, Org. Biomol. Chem., 2015, 13, 2055 DOI: 10.1039/C4OB02343A

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