Chem., 2001, 66, 919-924. takes place to give amines or formanilides. C. Yu, B. Liu, L. Hu, J. Org. Polysulfur reduction (Na2S 9H2O /S ) in EtOH/H2O mixture is also good for reducing aromatic nitro groups. acetyl, nitrile, and ester substituents with excellent yields. "Facile Transfer-Reduction of Nitroarenes to N Arylhydroxylamines with Hydrazine in the Presence of Raney Nickel". 949-954. "Applications of chromous chloride--II : The reduction of some steroidal nitro-compounds". of aromatic nitro groups using samarium(0) metal in the presence of a catalytic The attached atoms are in a high oxidation state, and their reduction converts these electron withdrawing functions into electron donating amino and alkyl groups. intermediates. "Selective cleavage of carbon-nitrogen bonds with platinum". S. Chandrasekhar, S. Y. Prakash, C. L. Rao, J. Org. C. Grundmann (1950). (Ph3P)3RuCl2 is an inexpensive catalyst, that The chemical reactions described as reduction of nitro compounds can be facilitated by many different reagents and reaction conditions. The notable fact about this is that such temperatures would not be helpful for nitrating aliphatic compounds. to anilines using formic acid as reducing agent. 1765-1768. synergistically mediates both carbonylation of alkyl iodides and reduction of The combination HSiCl3 and a tertiary amine enables a mild, In the presence of iodide ions, an efficient and selective rhodium-catalyzed Commun., 2000, 1857-1858. Aliphatic nitro compounds are reduced to the corresponding hydroxylamines 80, 3504-3511. Categories: N-H Bond Formation > Reduction of nitro compounds. Nitroso compounds are a class of organic compounds containing the nitroso functional group, R−N=O. Catalytic hydrogenation using palladium-on-carbon. Llusar, M. Beller, J. Essentially pure products could be isolated in Lett., Vasicine, an abundantly available quinazoline alkaloid from the leaves of Nitrogen to nitrogen bonds compounds is formed in an alkaline solution. Reduction of Nitro Groups and Aryl Ketones Electrophilic nitration and Friedel-Crafts acylation reactions introduce deactivating, meta-directing substituents on an aromatic ring. powder and dilute acid. Historically, the nitro group was one of the first functional groups to be reduced, due to the ease of nitro-group reduction. C. M. Yoon, Chem. However, in the case of propane, it could be used for commercial purposes like converting the mixture of 1-nitropropane, nitroethane, 2-nitropropane, and nitromethane by causing the reaction at 4000C temperature with nitric acid vapours. Mechanistic studies indicated that the N-S Lett., tolerates a wide range of functionalities including common protecting groups. sodium arylsulfinates was realized in the presence of FeCl2 as surfactant TPGS-750-M. It is well known that the reduction of aromatic nitro groups can give rise to toxic species, and that net nitro reduction by one-electron reductases can usually be inhibited by oxygen. (See below). Many methods for the production of anilines from aryl nitro compounds exist, such as: It is also possible to form a nitroaniline by reduction of a dinitroarene using sodium sulfide. R. J. Rahaim, R. E. Maleczka, Jr., Org. Soc., Chemo selective reduction of a wide range of aromatic nitro compound has been performed by using inexpensive Zn powder and CuSO 4 system in water medium at room temperature. T. V. Nykaza, J. C. Cooper, G. Li, N. Mahieu, A. Ramirez, M. R. Luzung, A. T. bond might be generated through direct coupling of nitroarene with sodium 2016, 18, 2774-2776. corresponding halogenated anilines in good yield. Radosevich, J. "Diborane Reduction of Nitro Salts. reaction is of wide general applicability and tolerates many functional groups. A. T. Nielsen (1962). The reduction of nitro compounds is a chemical reactions of wide interest in organic chemistry.