10468-17-4Relevant articles and documents
Ultrasound-promoted highly chemoselective reduction of aromatic nitro compounds to the corresponding N-arylhydroxylamines using zinc and HCOONH 4 in CH3CN
Shi, Qi Xun,Lu, Rong Wen,Jin, Kun,Zhang, Zhu Xia,Zhao, De Feng
, p. 226 - 227 (2006)
N-Arylhydroxylamines were prepared in high yields through chemoselective reduction of the corresponding aromatic nitro compounds under ultrasound (59 kHz) at room temperature using a convenient Zn/HCOONH4/CH 3CN system. This method was highly efficient, environmentally benign, especially simple and practical. Copyright
Selective hydrogenation of nitroaromatics to: N -arylhydroxylamines in a micropacked bed reactor with passivated catalyst
Chen, Jian-Li,Cheng, Peng-Fei,Jiang, Zhi-Jiang,Su, Wei-Ke,Xu, Feng,Yu, Zhi-Qun
, p. 28585 - 28594 (2020/08/25)
In this contribution, a protocol was established for the selective catalytic hydrogenation of nitroarenes to the corresponding N-arylhydroxylamines. The reduction of 1-(4-chlorophenyl)-3-((2-nitrobenzyl)oxy)-1H-pyrazole, an intermediate in the synthesis of the antifungal reagent pyraclostrobin that includes carbon-chlorine bonds, benzyl groups, carbon-carbon double bonds and other structures that are easily reduced, was chosen as the model reaction for catalyst evaluation and condition optimization. Extensive passivant evaluation showed that RANEY-nickel treated with ammonia/DMSO (1 : 10, v/v) afforded the optimal result, especially with a particle size of 400-500 mesh. To combine the modified catalyst with continuous-flow reaction technology, the reaction was conducted at room temperature, rendering the desired product with a conversion rate of 99.4% and a selectivity of 99.8%. The regeneration of catalytic activity was also studied, and an in-column strategy was developed by pumping the passivate liquid overnight. Finally, the generality of the method was explored, and 7 substrates were developed, most of which showed a good conversion rate and selectivity, indicating that the method has a certain degree of generality.
Regioselective installation of fluorosulfate (-OSO2F) functionality into aromatic C(sp2)-H bonds for the construction of: Para-amino-arylfluorosulfates
Fang, Wan-Yin,Zha, Gao-Feng,Zhao, Chuang,Qin, Hua-Li
supporting information, p. 6273 - 6276 (2019/06/07)
The construction of para-amino-arylfluorosulfates was achieved through installation of fluorosulfate (-OSO2F) functionality into aromatic C(sp2)-H bonds by the reaction of N-arylhydroxylamine with sulfuryl fluoride (SO2Fs