- Chemoselective electrochemical reduction of nitroarenes with gaseous ammonia
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Valuable aromatic nitrogen compounds can be synthesized by reduction of nitroarenes. Herein, we report electrochemical reduction of nitroarenes by a protocol that uses inert graphite felt as electrodes and ammonia as a reductant. Depending on the cell voltage and the solvent, the protocol can be used to obtain aromatic azoxy, azo, and hydrazo compounds, as well as aniline derivatives with high chemoselectivities. The protocol can be readily scaled up to >10 g with no decrease in yield, demonstrating its potential synthetic utility. A stepwise cathodic reduction pathway was proposed to account for the generations of products in turn.
- Chang, Liu,Li, Jin,Wu, Na,Cheng, Xu
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supporting information
p. 2468 - 2472
(2021/04/02)
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- Preparation, separation and identification of some para-substituted ONN and NNO trans-azoxybenzenes
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A series of para-substituted azoxybenzenes was obtained as model compounds for the investigation on the mechanism of Wallach rearrangement. Oxidation of azobenzenes with hydrogen peroxide in acetic acid solution, provided mixtures of α and β isomers. Some
- Domanski,Kyziol
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p. 1839 - 1846
(2007/10/03)
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- Perfluoroalkylation of azo compounds
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Perfluoroalkyl azo dyes were prepared by the reaction of azo compounds with bis(perfluoroalkanoyl) peroxides.The absorption spectra and melting points of the perfluoroalkyl azo dyes were also examined.
- Matsui, Masaki,Kawamura, Shigeo,Shibata, Katusoyoshi,Muramatsu, Hiroshige,Mitani, Motohiro,et al.
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p. 209 - 217
(2007/10/02)
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- Aryliminodimagnesium Reagents. IV. The Independent Preparation of Unsymmetrically Substituted Azoxyarene Isomers and Their Deoxygenation
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By use of the condensation reaction of aryliminodimagnesium reagents (ArN(MgBr)2) with nitroarenes, six symmetrical and eight unsymmetrical azoxyarenes including four pairs of isomers were prepared in 40-80percent yields.The deoxygenation reaction of the azoxyarenes by treating with five molar equivalents of p-MeOC6H4N(MgBr)2 at 55 deg C in tetrahydrofuran was also studied, and the reactivity of deoxygenation was correlated to the shift of the electronic absorption maximum of azoxyarene.
- Okubo, Masao,Koga, Koji
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p. 203 - 207
(2007/10/02)
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