66682-84-6

Upstream product

• 10437-02-2 Trimethylsilylderivat von p-Methoxyacetanilid 
• 4546-20-7 p-methoxyphenylhydroxylamine 
• 75-36-5 acetyl chloride 
• 51-66-1 4-methoxyacetanilide 
• 1516-21-8 4-methoxynitrosobenzene 
• 431-03-8 dimethylglyoxal 
• 100-17-4 para-methoxynitrobenzene 

Downstream Products

• 81617-49-4 N-(2-Acetylamino-5-methoxy-phenyl)-N-methyl-4-nitro-benzamide 
• 4546-20-7 p-methoxyphenylhydroxylamine 
• 99512-61-5 N-(pivaloyloxy)-4-methoxyacetanilide 
• 126875-81-8 N-(Desoxyguanosin-8-yl)-4-methoxyanilin 
• 5310-18-9 N-(4-methoxyphenyl)thioacetamide 
• 51-66-1 4-methoxyacetanilide 
• 858128-33-3 (4-methoxyphenyl)phosphonothioic O,O'-acid 
• 1448755-17-6 C₁₇H₁₉NO₂ 
• 1426845-70-6 8-[acetyl(4-methoxyphenyl)amino]-2'-deoxyguanosine 
• 1426845-67-1 8-[acetyl(4-methoxyphenyl)amino]-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine 
• 1259100-45-2 methyl (E)-3-(2-acetamido-5-methoxyphenyl)acrylate 
• 126901-25-5 4-Methoxy-2-(N-methylanilino)anilin 
• 126901-23-3 N-(4-Methoxyphenyl)-N'-methyl-N'-phenylhydrazin 

Relevant academic research and scientific papers

Catalyst-free generation of acyl radicals induced by visible light in water to construct C-N bonds

We describe herein a catalyst-free and redox-neutral photochemical strategy for the direct generation of acyl radicals from α-diketones, and its selective conversion of nitrosoarenes to hydroxyamides or amides with AcOH or NaCl as an additive. The reaction was carried out under mild conditions in water with purple LEDs as the light source. A broad scope of substrates was demonstrated. Mechanistic experiments indicate that α-diketones cleave to give acyl radicals, with hydroxyamides being further reduced to amides.

Hydroxamic Acids as Chemoselective (ortho-Amino)arylation Reagents via Sigmatropic Rearrangement

The use of readily available hydroxamic acids as reagents for the chemoselective (ortho-amino)arylation of amides is described. This reaction proceeds under metal-free, mild conditions, displays a very broad scope, and constitutes a direct approach for the metal-free attachment of aniline residues to carbonyl derivatives.

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.

Synthesis of site-specific damaged DNA strands by 8-(acetylarylamino)- 2′-deoxyguanosine adducts and effects on various DNA polymerases

Beside the predominately found 8-(arylamino)-2′-dG, 8-(acetylarylamino) damages within DNA-strands may also play an important role in the induction of chemical carcinogenesis. A synthesis pathway leading to these 8-(acetylarylamino)-dG adducts using different aromatic amines has been optimized. The 8-modified dGs were converted into the corresponding phosphoramidites and site-specifically incorporated into different oligonucleotides leading to DNA strands. Lesion-bearing hybrids of these damaged DNA-strands with complementary oligonucleotides were used to study their melting properties and their circular dichroism spectra. It was shown that no EcoRI restriction took place with the damage inside the cleavage site. Finally, three different DNA polymerases were used for primer extension studies. C8-NAc-Arylamine adducts of 2′-deoxyguanosine with various aromatic amines were synthesized by using cross-coupling reactions and converted into 3′-phosphoramidites. Site-specific damaged NarI-, EcoRI- and 20mer-oligonucleotides were prepared by automated DNA-synthesis. Biophysical properties, restriction endonuclease studies and DNA-polymerase assays were performed. Copyright

N-Aryl-O-(α-aminoacyl)hydroxylamines: Model Reactions for the Activation of Monocyclic Aromatic Amines into Ultimate Carcinogens with α-Amino Acids

The rearrangement of the new α-aminohydroxamic acids 15 and 18 to the likewise new N-(α-aminoacyloxy)arylamines 19 and 20, respectively, is observed in amine-catalyzed model reactions.N-(acyloxy)arylamines such as 19 and 20 are indicated to be ultimate carcinogens of aromatic amines which are able to react with bionucleophiles such as the DNA bases.The formation of 19 and 20 was proven by trapping these reactive intermediates with the model nucleophile N-methylaniline (21) to give the hydrazines 22 and - depending on the substituent in 19 and 20 - the so-called ortho amination products 23.Analogous reactions of the aceto- and pivalohydroxamic acids 24 and 25 lead also to the adducts 22 and 23, respectively, in comparable yields.These results demonstrate that the O-α-aminoacylation as shown here may be similarily used in model reactions for the activation of carcinogenic aromatic amines as the O-acetylation.