17889-04-2

Upstream product

• 18118-56-4 2-methoxy-3-(4-nitro-phenyl)-isoxazolidine-5-carboxylic acid methyl ester 
• 1129-37-9 4-nitrobenzaldehyde oxime 
• 292638-85-8 acrylic acid methyl ester 
• 1129-37-9 4-nitrobenzaldehyde oxime 
• 555-16-8 4-nitrobenzaldehdye 
• 1011-84-3 4-nitrobenzohydroximoyl chloride 
• 2574-03-0 p-nitrobenzonitrile oxide 
• 34857-35-7 methoxy-(4-nitro-benzylidene)-amine oxide 
• 67-56-1 methanol 
• 353739-90-9 3-(4-Nitro-phenyl)-4,5-dihydro-isoxazole-5-carboxylic acid 4-((E)-2-biphenyl-4-yl-vinyl)-benzyl ester 
• 51507-23-4 (E)-1-(4'-nitrophenyl)-1-nitro-2-phenylethene 

Downstream Products

• 1287686-58-1 C₁₉H₁₅F₂N₃O₅ 

Relevant academic research and scientific papers

Water-Assisted Nitrile Oxide Cycloadditions: Synthesis of Isoxazoles and Stereoselective Syntheses of Isoxazolines and 1,2,4-Oxadiazoles

Conventional methods generate nitrile oxides from oxime halides in organic solvents under basic conditions. However, the present work revealed that water-assisted generation of nitrile oxides proceeds under mild acidic conditions (pH 4-5). Cycloadditions of nitrile oxides with alkynes and alkenes easily occurred in water without using catalysts, thus yielding isoxazoles and isoxazolines, respectively, with excellent stereoselectivity toward five- and six-membered cyclic alkenes. A double stereoselective cycloaddition of two units of a nitrile oxide with cyclohexene was also achieved, thus yielding 1,2,4-oxadiazole derivatives having a unique hybrid isoxazoline-oxadiazole skeleton. Enantiomerically pure isoxazolines were prepared from monoterpenes with a ring strain. In one case, the isoxazoline with a butterfly-like structure was simply prepared, and it might be used as a ligand in asymmetric catalysis.

Design, synthesis, and insecticidal evaluation of new benzoylureas containing isoxazoline and isoxazole group

Twenty-two new benzoylphenylureas containing isoxazoline and the isoxazole group were designed and synthesized, and their structures were characterized by 1H NMR and elemental analysis (or HRMS). The larvicidal activities against Oriental armyw

Precipitons - Functional protecting groups to facilitate product separation: Applications in isoxazoline synthesis

Imagine - After a homogeneous reaction is complete, the chemist adds a catalyst or exposes the reaction mixture to soft UV light and pure product precipitates from the reaction mixture. This can be achieved with "precipitons" - Protecting groups that have controllable solubility states. The first advances towards that goal are described (see scheme).

Ceric ammonium nitrate oxidation of aldoximes in aliphatic nitriles as solvents: A new way for synthesis of 1,2,4-oxadiazoles

Oxidation of aromatic aldoximes with one-electron oxidant ceric ammonium nitrate CAN in acetonitrile and propionitrile, has been investigated. Aromatic nitrile oxides, formed in situ, underwent 1,3-cycloaddition with aliphatic nitriles and 5-alkyl-3-aryl-1,2,4-oxadiazoles are produced in moderate to high yields. The mechanism of the reaction based on the transformations of intermediate aldazine di-N-oxides is discussed.

The Photochemistry of α-Nitrostilbenes and Related Compounds. A Study of Double Bond Cleavage Following Intramolecular Cyclization and Nitro-Nitrite Rearrangement

A detailed study of the photochemistry of a number of α-nitrostilbenes is reported.The previously described intramolecular cyclization of (1) which resulted in cleavage of the double bond was not found to occur to any extent in the other compounds examined.The majority of the compounds were found to yield significant amounts of aldehydes and nitriles, which result from a new fragmentation pathway arising from initial photochemical nitro-nitrite isomerization.