Synthesis 2013; 45(8): 1029-1033
DOI: 10.1055/s-0032-1318388
practical synthetic procedures
© Georg Thieme Verlag Stuttgart · New York

A Practical Synthesis of Azobenzenes through Oxidative Dimerization of Aromatic Amines Using tert-Butyl Hypoiodite

Youhei Takeda
a   Frontier Research Base for Young Researchers, Graduate School of Engineering, Osaka University, Yamadaoka 2-1, Suita, Osaka 565-0871, Japan
b   Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Yamadaoka 2-1, Suita, Osaka 565-0871, Japan   Fax: +81(6)68797402   eMail: minakata@chem.eng.osaka-u.ac.jp
,
Sota Okumura
b   Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Yamadaoka 2-1, Suita, Osaka 565-0871, Japan   Fax: +81(6)68797402   eMail: minakata@chem.eng.osaka-u.ac.jp
,
Satoshi Minakata*
b   Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Yamadaoka 2-1, Suita, Osaka 565-0871, Japan   Fax: +81(6)68797402   eMail: minakata@chem.eng.osaka-u.ac.jp
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Publikationsverlauf

Received: 22. Januar 2013

Accepted after revision: 15. Februar 2013

Publikationsdatum:
07. März 2013 (online)


Abstract

A straightforward, convenient, and efficient synthetic method of azobenzenes through oxidative dimerization of aromatic amines using a unique and cost-effective iodinating reagent is described. This new method allows for easy access to both of symmetrical and unsymmetrical azobenzenes under extremely mild conditions.

Supporting Information