35758-76-0

Upstream product

• 91-23-6 2-Nitroanisole 
• 71-43-2 benzene 
• 64-17-5 ethanol 

Downstream Products

• 13620-57-0 (Z)-1,2-bis(2-methoxyphenyl)diazene 1-oxide 
• 13620-57-0 2.2'-dimethoxy-seqtrans-azoxybenzene 
• 582319-20-8 methyl 7-methoxy-1H-indole-3-carboxylate 
• 90-04-0 2-methoxy-phenylamine 
• 127089-94-5 N-Hydroxy-N-(2-methoxy-phenyl)-formamide 
• 82344-33-0 N-hydroxy-N-(2-methoxyphenyl)acetamide 
• 17075-26-2 2-nitrosoanisole 
• 82344-34-1 N-benzoyl-2-chloro-6-methoxyaniline 
• 82344-35-2 N-aceto-2-chloro-6-methoxyaniline 

Relevant academic research and scientific papers

Electrochemically Tuned Oxidative [4+2] Annulation and Dioxygenation of Olefins with Hydroxamic Acids

This work represents the first [4+2] annulation of hydroxamic acids with olefins for the synthesis of benzo[c][1,2]oxazines scaffold via anode-selective electrochemical oxidation. This protocol features mild conditions, is oxidant free, shows high regioselectivity and stereoselectivity, broad substrate scope of both alkenes and hydroxamic acids, and is compatible with terpenes, peptides, and steroids. Significantly, the dioxygenation of olefins employing hydroxamic acid is also successfully achieved by switching the anode material under the same reaction conditions. The study not only reveals a new reactivity of hydroxamic acids and its first application in electrosynthesis but also provides a successful example of anode material-tuned product selectivity.

Tandem selective reduction of nitroarenes catalyzed by palladium nanoclusters

We report a catalytic tandem reduction of nitroarenes by sodium borohydride (NaBH4) in aqueous solution under ambient conditions, which can selectively produce five categories of nitrogen-containing compounds: anilines, N-aryl hydroxylamines, azoxy-, azo- and hydrazo-compounds. The catalyst is in situ-generated ultrasmall palladium nanoclusters (Pd NCs, diameter of 1.3 ± 0.3 nm) from the reduction of Pd(OAc)2 by NaBH4. These highly active Pd NCs are stabilized by surface-coordinated nitroarenes, which inhibit the further growth and aggregation of Pd NCs. By controlling the concentration of Pd(OAc)2 (0.1-0.5 mol% of nitroarene) and NaBH4, the water/ethanol solvent ratio and the tandem reaction sequence, each of the five categories of N-containing compounds can be obtained with excellent yields (up to 98%) in less than 30 min at room temperature. This tunable catalytic tandem reaction works efficiently with a broad range of nitroarene substrates and offers a green and sustainable method for the rapid and large-scale production of valuable N-containing chemicals.

Synthesis of meta-substituted anilines via copper-catalyzed [1,3]-methoxy rearrangement

meta-Substituted anilines were efficiently synthesized via copper-catalyzed [1,3]-methoxy rearrangement of N-methoxyanilines followed by Michael addition of nucleophiles to the in situ generated ortho-quinol imine. The present reaction exhibits excellent

A general and scalable synthesis of polysubstituted indoles

A consecutive 2-step synthesis of N-unprotected polysubstituted indoles bearing an electron-withdrawing group at the C-3 position from readily available nitroarenes is reported. The protocol is based on the [3,3]-sigmatropic rearrangement of N-oxyenamines generated by the DABCO-catalyzed reaction of N-arylhydroxylamines and conjugated terminal alkynes, and delivers indoles endowed with a wide array of substitution patterns and topologies.

Rhodium(III)-catalyzed internal oxidative coupling of N-hydroxyanilides with alkenes via C-H activation

Abstract Described herein is an efficient new method for ortho-olefination of anilides in the presence of AgSbF6 and NaOAc via rhodium(III)-catalyzed internal oxidative C-H bond activation based on hydroxyl as directing and oxidative group. A range of alkenes and functional groups on acetanilides is supported and a possible mechanism is proposed according to the experimental results.

Metabolism of carcinogenic 2-nitroanisole in rat, rabbit, porcine and human hepatic cytosol

We investigated the ability of hepatic cytosolic samples from human, rat, rabbit and pig to metabolize an important industrial pollutant and a potent carcinogen for rodents, 2-nitro- anisole (1-methoxy-2-nitrobenzene). A comparison between experimental an

A facile synthesis of N-aryl-N-hydroxyformamides from N-arylhydroxylamines

Several N-arylhydroxylamines (2) have been formylated for the first time with acetic formic anhydride to yield N-hydroxyformanilides (3) in better yields than hitherto reported.

Novel Reactions: Part I - Facile Synthesis of Substituted ortho-Chloranilines from Nitrobenzene Derivatives

N-Substituted benzo and acetohydroxamic acids (5), prepared from N-arylhydroxylamines and benzoyl or acetyl chloride, react readily with thionyl chloride at low temperature to give ortho-chloroanilide derivatives (6) in good yield.The latter (6) on hydrolysis give ortho-chloroanilines (10).Since the N-arylhydroxylamines are obtained from nitroarenes by partial reduction, the overall reaction amounts to the preparation of 10 from nitroarenes.