127838-75-9

Upstream product

• 2396-60-3 4-methoxyazobenzene 
• 17478-80-7 (4-methoxyphenyl)phenyldiazene 1-oxide 
• 21650-49-7 (E)-1-(4-methoxyphenyl)-2-phenyldiazene 
• 100-17-4 para-methoxynitrobenzene 
• 98-95-3 nitrobenzene 
• 104-94-9 4-methoxy-aniline 
• 586-96-9 Nitrosobenzene 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 16046-28-9 N'-p-Toluolsulfonyloxy-N-phenyl-diimid-N-oxid 
• 16046-28-9 N-Phenyl-N'-tosyloxydiimid-N-oxid 

Downstream Products

• 56661-22-4 2-hydroxy-4-methoxyazobenzene 
• 2396-60-3 4-methoxyazobenzene 
• 2496-25-5 4-Hydroxy-4'-methoxyazobenzene 
• 1334951-11-9 2-(4-methoxyphenyl)-3-phenyl-2H-indazole 
• 125415-14-7 methyl 2-(4-methoxyphenyl)-2H-indazole-3-carboxylate 
• 842-07-9 Sudan I 

Relevant academic research and scientific papers

Chemoselective electrochemical reduction of nitroarenes with gaseous ammonia

Valuable aromatic nitrogen compounds can be synthesized by reduction of nitroarenes. Herein, we report electrochemical reduction of nitroarenes by a protocol that uses inert graphite felt as electrodes and ammonia as a reductant. Depending on the cell voltage and the solvent, the protocol can be used to obtain aromatic azoxy, azo, and hydrazo compounds, as well as aniline derivatives with high chemoselectivities. The protocol can be readily scaled up to >10 g with no decrease in yield, demonstrating its potential synthetic utility. A stepwise cathodic reduction pathway was proposed to account for the generations of products in turn.

Synthesis of Unsymmetrical Azoxyarenes via Copper-Catalyzed Aerobic Oxidative Dehydrogenative Coupling of Anilines with Nitrosoarenes

A copper-catalyzed oxidative dehydrogenative coupling of nitrosobenzenes with anilines for the synthesis of unsymmetrical azoxybenzenes was developed. This approach uses O2 as the oxidant. The reaction products are diverse unsymmetrical azoxybe

Synthesis of Unsymmetrical Aromatic Azoxy Compounds by Silver-Mediated Oxidative Coupling of Aromatic Amines with Nitrosoarenes

A silver(I) oxide-mediated synthesis of unsymmetrical aromatic azoxy compounds has been successfully achieved, wherein oxidative coupling reactions between aromatic amines and nitrosoarenes take place in ethanol under air. This reaction has very high economic value because silver(I) oxide is the only oxidant required and no other additive is needed. The resulted silver particles can be easily recovered, while the only other byproduct is water. This new procedure is compatible with various functional groups and proceeds under mild reaction conditions.

Synthesis method of asymmetric azoxybenzene compound

The invention relates to a synthesis method of an asymmetric azoxybenzene compound. According to the method, in an organic solvent, a compound system comprising iodine and an auxiliary ensures that anaromatic ammonia compound and a nitrosobenzene compound react, and a series of asymmetric azoxybenzene is specifically obtained. The method is simple in reaction, simple to operate, good in selectivity and high in yield, belongs to a new synthesis method of the asymmetric azoxybenzene compound, provides a novel synthesis route for the preparation of the compound, and has excellent scientific research value and industrial potential.

Oxidative Coupling of Aromatic Amines and Nitrosoarenes: Iodine-Mediated Formation of Unsymmetrical Aromatic Azoxy Compounds

I2/DABCO (iodine/1,4-diazabicyclo[2.2.2]octane)-mediated oxidative coupling of nitrosobenzenes with aromatic amines was revealed to lead to the production of unsymmetrical aromatic azoxy compounds, instead of azo compounds reported previously in Mills reaction. Our study illustrates that various aromatic amines can be efficiently coupled with nitrosobenzenes to produce unsymmetrical azoxy product, in which more than thirty unsymmetrical azoxybenzenes have been successfully prepared. The applicability to a broad range of substrates, scalability to large scales and mild reaction conditions make this new synthetic protocol very practical, providing a convenient and direct access to unsymmetrical azoxybenzenes. (Figure presented.).

Synthesis method of asymmetric azoxybenzene compound

The invention relates to a synthesis method of an asymmetric azoxybenzene compound. According to the synthesis method, in an organic solvent, silver oxide is taken as the only promoter to carry out dehydrogenation condensation reactions. According to the

Rh(III)-Catalyzed Regio- and Chemoselective [4 + 1]-Annulation of Azoxy Compounds with Diazoesters for the Synthesis of 2H-Indazoles: Roles of the Azoxy Oxygen Atom

A Rh(III)-catalyzed tandem C-H alkylation/intramolecular decarboxylative cyclization of azoxy compounds with diazoesters for the synthesis of 3-acyl-2H-indazoles is disclosed. The azoxy instead of the azo group enables a distinct approach for cyclative capture, leading to a [4 + 1]-annulation rather than a classic [4 + 2] manner. The azoxy oxygen atom is traceless after annulation, and further removal from the product is not required. This reaction features a complete regioselectivity for unsymmetrical azoxybenzenes and a compatibility of monoaryldiazene oxides.

Rh(III)-Catalyzed [4 + 1]-Annulation of Azoxy Compounds with Alkynes: A Regioselective Approach to 2H-Indazoles

A rhodium-catalyzed regioselective C-H activation/cyclization of azoxy compounds with alkynes has been disclosed to construct a variety of 2H-indazoles. A [4 + 1]-cycloaddition rather than a normal [4 + 2] mode is observed in the process of cyclative capture along with an oxygen-atom transfer and a C≡C triple bond cleavage. This protocol features a broad substrate scope, a good functional group tolerance, and an exclusive regioselectivity.

Preparation, separation and identification of some para-substituted ONN and NNO trans-azoxybenzenes

A series of para-substituted azoxybenzenes was obtained as model compounds for the investigation on the mechanism of Wallach rearrangement. Oxidation of azobenzenes with hydrogen peroxide in acetic acid solution, provided mixtures of α and β isomers. Some