2198-74-5Relevant academic research and scientific papers
Chemoselective reductive coupling of nitroarenes with magnesium in methanol via single electron transfer
Khurana, Jitender M.,Ray, Abhijit
, p. 407 - 410 (1996)
A chemoselective reductive coupling of nitroarenes using magnesium in methanol has been reported at ambient temperature. While the cyano, formyl, methoxycarbonyl, methyl, methoxy, phenyl, amino, and chloro groups are unaffected, iodo and bromo groups undergo dehalogenation but in a slower reaction than the coupling of nitro group. The coupling is believed to be proceeding via SET from Mg to nitroarenes.
Chemoselective hydrogenation of nitrobenzenes activated with tuned Au/h-BN
Liu, Qiuwen,Xu, Yan,Qiu, Xiaoqing,Huang, Caijin,Liu, Min
, p. 55 - 60 (2019/01/04)
The azo- and hydrazo compounds are of great importance in pharmaceuticals, agrochemicals, and chemistry. The controlled reduction of nitroarenes to their coupled products such as aromatic azo and hydrazo compounds has been an interesting area of research synthetically and mechanistically. Herein, we report that the chemoselective catalytic hydrogenation of nitrobenzenes to hydrazobenzenes via azobenzenes can be achieved over gold nanoparticles supported by hexagonal boron nitride nanoplates. It is found that the catalytic process can be successfully conducted not only in N2 but also in air with isopropanol alcohol/KOH. Complete conversion of nitrobenzenes and high selectivity of azobenzenes and hydrazobenzenes have been achieved in one pot under N2 or air atmosphere. Furthermore, as usual unstable intermediates in the reduction process of nitrobenzenes, azobenzenes and hydrazobenzenes can be alternatively harvested as the main product by controlling reaction time or atmosphere. This work shows promise for direct and chemoselective synthesis of azo- and hydrazo compounds under mild conditions in a controllable manner.
