One-pot preparation of azobenzenes from nitrobenzenes by the combination of an indium-catalyzed reductive coupling and a subsequent oxidation |
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Authors: | Norio Sakai Shun AsamaSatsuki Anai Takeo Konakahara |
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Affiliation: | Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science (RIKADAI), Noda, Chiba 278-8510, Japan |
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Abstract: | We demonstrated how a reduction step with a reducing system comprised of In(OTf)3 and Et3SiH and a subsequent oxidation that occurred under an ambient (oxygen) atmosphere allowed the highly selective and catalytic conversion of aromatic nitro compounds into symmetrical or unsymmetrical azobenzene derivatives. This catalytic system displayed a tolerance for the functional groups on a benzene ring: an alkyl group, a halogen, an acetyl group, an ester, a nitrile group, an acetyl group, an ester moiety, and a sulfonamide group. |
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Keywords: | Azobenzene Nitrobenzene Reductive coupling Indium Hydrosilane |
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