29559-27-1

Upstream product

• 106-42-3 para-xylene 
• 54874-31-6 1,4-dimethyl-c-4-nitrocyclohexa-2,5-dien-r-1-yl acetate 
• 104-81-4 4-Methylbenzyl bromide 
• 1355333-01-5 ethyl 2-nitro-2-(p-tolyl)acetate 
• 1663-39-4 tert-Butyl acrylate 
• 75-52-5 nitromethane 
• 106-38-7 para-bromotoluene 
• 3235-02-7 p-methylbenzaldehyde oxime 
• 18137-96-7 nitromethane anion 
• 937-21-3 4-methylperbenzoic acid 
• 2947-61-7 (4-methylphenyl)acetonitrile 

Downstream Products

• 91013-15-9 2-nitro-2-p-tolyl-propane-1,3-diol 
• 1588-49-4 4,4'-dimethylstilbene 
• 108695-61-0 4-methyl-α-nitro-stilbene 
• 67307-11-3 (4-methyl-α-nitro-benzylidene)-phenyl-hydrazine 
• 29329-38-2 5-phenyl-3-(p-tolyl)isoxazole 
• 26218-73-5 3,4-bis(4-methylphenyl)-1,2,5-oxadiazole-N-oxide 
• 84768-37-6 5-benzoyl-6-phenyl-3-p-tolyl-4H-1,2,4-oxadiazine 
• 16112-20-2 3,5-di(4′-methylphenyl)isoxazole 
• 84655-39-0 (3,6-Di-p-tolyl-4H-[1,2,4]oxadiazin-5-yl)-phenyl-methanone 
• 84861-02-9 5-p-toluoyl-3,6-di-p-tolyl-4H-1,2,4-oxadiazine 
• 81798-05-2 [5-(4-Methyl-benzoyl)-2,4-di-p-tolyl-1H-pyrrol-3-yl]-p-tolyl-methanone 
• 144309-86-4 N-<(methylcarbamoyl)methyl>-N-<5-(3-tolyl)-<1,2,4>oxadiazoyl>benzamidoxime 
• 104-87-0 4-methyl-benzaldehyde 
• 13820-14-9 4-methylbenzonitrile oxide 

Relevant academic research and scientific papers

Radical reactions in aqueous solution: use of the aci-anion of nitromethane as a spin trap

The type of radical detected by esr when first-formed short-lived radicals are generated by photolytic, radiolytic, or flow techniques in the presence of nitromethane is shown to depend upon the nature and structure of the transient radical and on the pH.Thus electron-donating radicals may react with CH3NO2 itself under certain conditions to give rise to CH3NO2-. and the alkoxy nitroxides CH3N(OR)O..At higher pH, a wide variety of radicals (X) react very readily with the aci-anion CH2:NO2- to give adducts XCH2NO2-. (and, from radicals capable of one-electron transfer, O2NCH2CH2NO2-.).Structural characteristics of adducts XCH2N O2-. are described and it is shown how radicals which are normally undetectable in fluid solution can be trapped and recognized in this way.Mechanistic pathways diagnosed with this trap (involving, e.g. alkoxyl radicals, aroyloxy radicals, aromatic carboxylate cation-radicals) are exemplified.

Broadening antifungal spectrum and improving metabolic stablity based on a scaffold strategy: Design, synthesis, and evaluation of novel 4-phenyl-4,5-dihydrooxazole derivatives as potent fungistatic and fungicidal reagents

5-phenylthiophene derivatives exhibited excellent antifungal activity against Candida albicans, Candida tropicalis and Cryptococcus neoformans. However, optimal compound 7 was inactive against Aspergillus fumigatus and unstable in human liver microsomes in vitro with a half-life of 18.6 min. To discover antifungal agents with a broad spectrum and improve the metabolic properties of the compounds, the scaffold hopping strategy was adopted and a series of 4-phenyl-4,5-dihydrooxazole derivatives were designed and synthesized. It was especially encouraging that compound 22a displayed significant antifungal activities against eight susceptible strains and seven FLC-resistant strains. Furthermore, the potent compound 22a could prevent the formation of fungalbiofilms and displayed satisfactory fungicidal activity. In addition, the metabolic stability of compound 22a was improved significantly, with the half-life of 70.5 min. Compound 22a was almost nontoxic to mammalian A549, MCF-7, HepG2, and 293T cells. Moreover, pharmacokinetic studies in SD rats showed that compound 22a exhibited pharmacokinetic properties with a bioavailability of 15.22% and a half-life of 4.44 h, indicating that compound 22a is worthy of further study.

Nickel-Catalyzed NO Group Transfer Coupled with NOxConversion

Nitrogen oxide (NOx) conversion is an important process for balancing the global nitrogen cycle. Distinct from the biological NOx transformation, we have devised a synthetic approach to this issue by utilizing a bifunctional metal catalyst for producing value-added products from NOx. Here, we present a novel catalysis based on a Ni pincer system, effectively converting Ni-NOx to Ni-NO via deoxygenation with CO(g). This is followed by transfer of the in situ generated nitroso group to organic substrates, which favorably occurs at the flattened Ni(I)-NO site via its nucleophilic reaction. Successful catalytic production of oximes from benzyl halides using NaNO2 is presented with a turnover number of >200 under mild conditions. In a key step of the catalysis, a nickel(I)-?NO species effectively activates alkyl halides, which is carefully evaluated by both experimental and theoretical methods. Our nickel catalyst effectively fulfills a dual purpose, namely, deoxygenating NOx anions and catalyzing C-N coupling.

Integrating Hydrogen Production and Transfer Hydrogenation with Selenite Promoted Electrooxidation of α-Nitrotoluenes to E-Nitroethenes

Developing an electrochemical carbon-added reaction with accelerated kinetics to replace the low-value and sluggish oxygen evolution reaction (OER) is markedly significant to pure hydrogen production. Regulating the critical steps to precisely design electrode materials to selectively synthesize targeted compounds is highly desirable. Here, inspired by the surfaced adsorbed SeOx2? promoting OER, NiSe is demonstrated to be an efficient anode enabling α-nitrotoluene electrooxidation to E-nitroethene with up to 99 % E selectivity, 89 % Faradaic efficiency, and the reaction rate of 0.25 mmol cm?2 h?1 via inhibiting side reactions for energy-saving hydrogen generation. The high performance can be associated with its in situ formed NiOOH surface layer and absorbed SeOx2? via Se leaching-oxidation during electrooxidation, and the preferential adsorption of two -NO2 groups of intermediate on NiOOH. A self-coupling of α-carbon radicals and subsequent elimination of a nitrite molecule pathway is proposed. Wide substrate scope, scale-up synthesis of E-nitroethene, and paired productions of E-nitroethene and hydrogen or N-protected aminoarenes over a bifunctional NiSe electrode highlight the promising potential. Gold also displays a similar promoting effect for α-nitrotoluene transformation like SeOx2?, rationalizing the strategy of designing materials to suppress side reactions.

Thianthrenation-enabled α-arylation of carbonyl compounds with arenes

The Pd-catalyzed α-arylation of carbonyl compounds with simple arenes enabled by site-selective thianthrenation has been demonstrated. This onepot process using thianthrenium salts as the traceless arylating reagents features mild conditions and a broad substrate scope. In addition, this protocol could also tolerate the heterocyclic carbonyl compounds and complex bioactive molecules, which is appealing for medicinal chemistry.

Continuous Platform to Generate Nitroalkanes On-Demand (in Situ) Using Peracetic Acid-Mediated Oxidation in a PFA Pipes-in-Series Reactor

The synthetic utility of the aza-Henry reaction can be diminished on scale by potential hazards associated with the use of peracid to prepare nitroalkane substrates and the nitroalkanes themselves. In response, a continuous and scalable chemistry platform to prepare aliphatic nitroalkanes on-demand using the oxidation of oximes with peracetic acid and direct reaction of the nitroalkane intermediate in an aza-Henry reaction is reported. A uniquely designed pipes-in-series plug-flow tube reactor addresses a range of process challenges, including stability and safe handling of peroxides and nitroalkanes. The subsequent continuous extraction generates a solution of purified nitroalkane, which can be directly used in the following enantioselective aza-Henry chemistry to furnish valuable chiral diamine precursors with high selectivity, thus completely avoiding isolation of the potentially unsafe low-molecular-weight nitroalkane intermediate. A continuous campaign (16 h) established that these conditions were effective in processing 100 g of the oxime and furnishing 1.4 L of nitroalkane solution.

Catalytic Asymmetric Cycloadditions of Silyl Nitronates Bearing α-Aryl Group

1,3-Dipolar cycloadditions of 2-alkylacroleins or atropaldehyde with triisopropylsilyl nitronates bearing an α-aryl group produced 3-aryl-2-isoxazolines having a chiral quaternary center in up to 94% ee and up to 88% yield with the aid of Corey’s oxazaborolidine catalyst. Specifically, the TIPS nitronate with an α-(p-methoxyphenyl) group gave mainly the 2-isoxazolines having an all-carbon quaternary center.

Conversion of nitroalkanes into carboxylic acids via iodide catalysis in water

We report a new method for the conversion of nitroalkanes into carboxylic acids that achieves this transformation under very mild conditions. Catalytic amounts of iodide in combination with a simple zinc catalyst are needed to give good conversions into the corresponding carboxylic acids.

Palladium-Catalyzed α-Arylation of Aryl Nitromethanes

Catalytic conditions for the α-arylation of aryl nitromethanes have been discovered using parallel microscale experimentation, despite two prior reports of the lack of reactivity of these aryl nitromethane precursors. The method efficiently provides a variety of substituted, isolable diaryl nitromethanes. In addition, it is possible to sequentially append two different aryl groups to nitromethane. Mild oxidation conditions were identified to afford the corresponding benzophenones via the Nef reaction, and reduction conditions were optimized to afford several diaryl methylamines.

Palladium-Catalyzed Synthesis ofΔ2-Isoxazoline from Toluene Derivatives Enabled by the Triple Role of Silver Nitrate

A palladium-catalyzed direct synthesis ofΔ2-isoxazoline from toluene derivatives has been established. The present reaction proceeds through nondirected Csp3-H activation, benzylic nitration, dehydration, and cycloaddition. This protocol also features the unusual triple role of silver nitrate in a one-pot reaction.