21650-68-0Relevant academic research and scientific papers
Highly selective reduction of nitrobenzenes to azoxybenzenes with a copper catalyst
Chen, Zhichao,Qiu, Yatao,Wu, Xiaoxing,Ni, Yong,Shen, Li,Wu, Jun,Jiang, Sheng
, p. 1382 - 1384 (2018)
A convenient protocol for highly selective delivery of azoxybenzenes from reduction of nitrobenzenes was developed by utilizing a copper catalyst. A variety of functional groups and substitution were well tolerated.
Convergent Paired Electrochemical Synthesis of Azoxy and Azo Compounds: An Insight into the Reaction Mechanism
Sadatnabi, Ali,Mohamadighader, Niloofar,Nematollahi, Davood
supporting information, p. 6488 - 6493 (2021/08/23)
A convergent paired electrochemical method was developed for the synthesis of azoxy and azo compounds starting from the corresponding nitroarenes. We propose a unique mechanism for electrosynthesis of azoxy and azo compounds. We find that both anodic and cathodic reactions are responsible for the synthesis of these compounds. The synthesis of azoxy and azo derivatives have been successfully performed in an undivided cell, using carbon rod electrodes, by constant current electrolysis at room temperature.
Nucleophilic Substitution of Nitrite in Nitrobenzenes, Nitrobiphenyls and Nitronaphthalenes
Effenberger, Franz,Koch, Markus,Streicher, Willi
, p. 163 - 173 (2007/10/02)
Aromatic compounds, accessible only by multistep procedures, can be synthesized easily by nucleophilic substitution of nitrite in nitrobenzenes, nitrobiphenyls, and nitronaphthalines.Thus, meta-substituted phenols 3, 4, and 7 are obtained from 1,3-dinitrobenzene (1) and meta-substituted nitrobenzenes 6, as well as 3,5-disubstituted phenols 10 and 5-substituted resorcinol derivatives 11 from 3,5-disubstituted nitrobenzenes 9.The unsymmetrically substituted nitrobiphenyls 13, 15, 17, 19, 23, 24, and 26 are also available by nitrite exchange from the corresponding easily accessible dinitrobiphenyls 16, 18, 20, 22, and 25.A nitrite exchange with nucleophiles is easily possible in the 1,5-disubstituted naphthalenes 29, 34, while in the case of the 1,8-disubstituted naphthalenes 31, 36 only the chloro derivative 36 undergoes this exchange under much stronger conditions in low yield.
Metathesis and reduction reactions of nitroso compounds with metal carbenes and metal carbonyls
Herndon, James W.,McMullen, Leonard A.
, p. 83 - 102 (2007/10/02)
Reaction of nitroso compounds with metal-carbene complexes and metal carbonyls has been investigated.These reactions lead to reduction of the nitroso compounds, primarily to the corresponding azo- and azoxy compounds.Metal-nitrene complexes have been proposed as intermediates in these reactions.These intermediates couple rapidly with the unreacted nitroso compound, or enter into nitrene-like reactions with external or internal trapping agents.Reaction of metal carbonyls with nitrosoarenes and photolysis has been found to be an effective method for the reduction of nitrosoarenes to azoxyarenes, with few problems resulting from overreduction to amines or azo compounds.
