2051-53-8Relevant academic research and scientific papers
Direct conversion of phenols into primary anilines with hydrazine catalyzed by palladium
Qiu, Zihang,Lv, Leiyang,Li, Jianbin,Li, Chen-Chen,Li, Chao-Jun
, p. 4775 - 4781 (2019/05/16)
Primary anilines are essential building blocks to synthesize various pharmaceuticals, agrochemicals, pigments, electronic materials, and others. To date, the syntheses of primary anilines mostly rely on the reduction of nitroarenes or the transition-metal-catalyzed Ullmann, Buchwald-Hartwig and Chan-Lam cross-coupling reactions with ammonia, in which non-renewable petroleum-based chemicals are typically used as feedstocks via multiple step syntheses. A long-standing scientific challenge is to synthesize various primary anilines directly from renewable sources. Herein, we report a general method to directly convert a broad range of phenols into the corresponding primary anilines with the cheap and widely available hydrazine as both amine and hydride sources with simple Pd/C as the catalyst.
Synthesis of N-aryl and N-heteroaryl hydroxylamines via partial reduction of nitroarenes with soluble nanoparticle catalysts
Tyler, Jefferson H.,Nazari, S. Hadi,Patterson, Robert H.,Udumula, Venkatareddy,Smith, Stacey J.,Michaelis, David J.
, p. 82 - 86 (2016/12/23)
Polystyrene-supported ruthenium nanoparticles enable the selective hydrazine-mediated reduction of nitroarenes to hydroxylamine products in high yield and selectivity. Key to obtaining the hydroxylamine product in good yield was the use of organic solvents capable of solubilizing the polystyrene-supported nanoparticle catalyst. N-aryl and N-heteroaryl hydroxylamines are generated under exceptionally mild conditions and in the presence of a various easily reduced functional groups.
Reduction of 2-Nitro-p-cymene
Holmes, Keith D.,Underwood, A. L.
, p. 470 - 472 (2007/10/02)
Commercial 2-nitro-p-cymene has been carefully purified, and the following reduction products have been prepared: trans-2,2'-azo-p-cymene; 2,2'-hydrazo-p-cymene and its hydrochloride; 2-amino-p-cymene and its hydrochloride; and 2,2'-diisopropyl-5,5'-dimet
