Issue 32, 2014

Highly efficient synthesis of azos catalyzed by the common metal copper (0) through oxidative coupling reactions

Abstract

A facile and efficient approach to synthesize symmetric, asymmetric and bridged aromatic azo compounds (AAzos) from aromatic amines was developed by using red copper as catalyst. Despite numerous efforts towards the catalytic synthesis of symmetric and asymmetric AAzos derivatives, most reactions present certain drawbacks inhibiting their industrial applications, such as laborious multi-step processes, harsh reaction conditions and expensive reagents. And the synthesis of bridged azos had low yields before. With the presence of ammonium bromide as co-catalyst, pyridine as a ligand and molecular dioxygen as a sole oxidative reagent, red copper, a common and abundant metal in nature, exhibited unexpected catalytic activity towards the preparation of AAzos in high yields via one-step reaction, making this catalyst an attractive candidate for industrial and synthetic applications.

Graphical abstract: Highly efficient synthesis of azos catalyzed by the common metal copper (0) through oxidative coupling reactions

Supplementary files

Article information

Article type
Paper
Submitted
25 Jan 2014
Accepted
24 Mar 2014
First published
27 Mar 2014

RSC Adv., 2014,4, 16607-16611

Highly efficient synthesis of azos catalyzed by the common metal copper (0) through oxidative coupling reactions

J. Wang, J. He, C. Zhi, B. Luo, X. Li, Y. Pan, X. Cao and H. Gu, RSC Adv., 2014, 4, 16607 DOI: 10.1039/C4RA00749B

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