63064-03-9Relevant academic research and scientific papers
Rhodium(III)-catalyzed regioselective C–H nitrosation/annulation of unsymmetrical azobenzenes to synthesize benzotriazole N-oxides via a RhIII/RhIII redox-neutral pathway
Zhang, Yuanfei,Chen, Zhe-Ning,Su, Weiping
supporting information, (2021/05/19)
A Rh(III)-catalyzed regioselective C–H nitrosation/annulation reaction of unsymmetrical azobenzenes with [NO][BF4] has been developed to achieve high-yielding syntheses of benzotriazole N-oxides with excellent functional group tolerance. Computational studies have revealed that this oxidative C–H functionalization reaction involves an interesting redox-neutral Rh(III)/Rh(III) pathway without the change of Rh oxidation state.
Simple preparation of nitroso benzenes and nitro benzenes by oxidation of anilines with H2O2 catalysed with molybdenum salts
Defoin, Albert
, p. 706 - 710 (2007/10/03)
Nitroso arenes 2a-k are prepared in 53-80% yield from anilines 1a-k by oxidation with H2O2 catalysed with MoO3/KOH, ammonium molybdate or other molybdenum salts. Further oxidation to nitro arenes 3a,d j in 66-90% is also described.
Hydroxide-promoted redox reactions in water of α-phenyl-4-nitrobenzenemethanol, α-(p-nitrophenyl)-4-pyridinemethanol, and α-(p-Nitrophenyl)-4-pyridinemethanol N-oxide steric inhibition of resonance
Muth, Chester W.,Yang, Kaipeen E.
, p. 249 - 254 (2007/10/03)
α-Phenyl-4-nitrobenzenemethanol (3) reacted with 1 M sodium hydroxide to yield 4,4′-dibenzoylazoybenzene (5) (51%), 4-hydroxy-4′-benzoylazobenzene (6) and benzoic acid (12% each), and smaller amounts of 4-aminobenzophenone and 4-nitrobenzophenone. Both α-phenyl-2-nitrobenzenemethanol (9) and 3,5-dimethyl-4-nitrobenzenemethanol (10a) did not react with 1 M sodium hydroxide, presumably due to steric hindrance. α-(p-Nitrophenyl)-4-pyridinemethanol (14) and its N-oxide 11 with 1 M sodium hydroxide yielded 4,4′-diaroylazoxybenzenes 15a and 12a, respectively, 4,4′-diaroylazobenzenes 15b and 12b, respectively, as well as 4-hydroxy-4′-aroylazobenzenes 16 and 13, respectively. The relative reaction rates were 11 > 14 > 3. Studies with 11 showed that the nitro group is involved in the redox reaction in preference to the N-oxide group.
