- Synthesis of (alkylamino)nitroarenes by oxidative alkylamination of nitroarenes
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The viability of the oxidative alkylamination process for the derivatization of electron-deficient carboaromatics has been investigated. 1,3-Dinitrobenzene, 1-nitronaphthalene, and 1,5- and 1,8-dinitronaphthalenes have shown to react with a wide range of alkylamines in the presence of an oxidant (KMnO4, AgMnO4, AgPy2MnO4) to give access to the corre sponding N-alkyl-nitroarenamines in moderate to good yields. Nitroarenes are more reactive than azines towards alkylamines.
- Gulevskaya, Anna V.,Verbeeck, Stefan,Burov, Oleg N.,Meyers, Caroline,Korbukova, Inna N.,Herrebout, Wouter,Maes, Bert U. W.
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experimental part
p. 564 - 574
(2009/09/06)
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- Peculiarities of the interaction of dinitrobenzenes with t-BuNHMgBr and t-BuNHLi
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Reactions of m- and p-dinitrobenzenes with t-BuNHMgBr and t-BuNHLi were studied.The reactions afford azo- and azoxy-derivatives and products of nucleophilic substitution.
- Apasov, E. T.,Dzhetigenov, B. A.,Shepelev, E. V.,Strelenko, Yu. A.,Kalinin, A. V.
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p. 703 - 706
(2007/10/02)
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- CATALYSIS IN NUCLEOPHILIC AROMATIC SUBSTITUTION REACTIONS. KINETIC BEHAVIOUR OF 2-HYDROXYPYRIDINE AND RELATED COMPOUNDS IN REACTIONS BETWEEN 1-FLUORO-2,4-DINITROBENZENE AND AMINES
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The rate of reactions between 1-fluoro-2,4-dinitrobenzene and aliphatic amines is enhanced by the presence of cyclic (or non-cyclic) amidic systems.This kinetic behaviour is explained by the presence of some equilibria involving the catalyst and both subs
- Forlani, Luciano,Marianucci, Elisabetta,Todesco, Paolo E.
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p. 349 - 353
(2007/10/02)
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- The Stabilities of Meisenheimer Complexes. Part 22. The Ionisation of 2,4-Dinitroaniline, its N-Alkylated Derivatives, and 2,6-Dinitroaniline in Methanol-Dimethyl Sulphoxide containing Sodium Methoxide
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2,4-Dinitroaniline and its N-alkylated derivatives react with sodium methoxide in methanol-dimethyl sulphoxide to give conjugate base.However, in the case of 2,6-dinitroaniline, base addition at the 3-position competes with proton loss.The effects of N-alkylation on the acidity of 2,4-dinitroaniline are considered and are compared with the effects of similar substitution in 2,4,6-trinitroaniline.
- Crampton, Michael R.,Wilson, Penelope M.
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p. 1854 - 1858
(2007/10/02)
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