31108-56-2

Upstream product

• 32897-40-8 N-methyl-N-(1-phenylethenyl)aniline 
• 1011-84-3 4-nitrobenzohydroximoyl chloride 
• 23893-30-3 1-(4-nitrophenyl)-3-phenyl-2,3-dibromopropan-1-one 
• 38895-96-4 p-nitrochalcone dibromide 
• 536-74-3 phenylacetylene 
• 20432-02-4 (E)-4'-nitrochalcone 
• 877-80-5 N-methyl-4-nitrobenzylideneamine 
• 20432-02-4 1-(4-nitro-phenyl)-3-phenyl-propenone 
• 14181-73-8 α-bromomethyl p-nitrophenyl ketoxime 
• 98-88-4 benzoyl chloride 
• 99-81-0 4-Nitrophenacyl bromide 
• 50438-66-9 3-(p-nitrophenyl)-5-phenyl-2-isoxazoline 
• 1129-37-9 4-nitrobenzaldehyde oxime 
• 2574-03-0 p-nitrobenzonitrile oxide 

Downstream Products

• 80223-08-1 2-Methyl-3-(4-nitro-phenyl)-5-phenyl-isoxazol-2-ium; iodide 

Relevant academic research and scientific papers

Isoxazoline- and isoxazole-liquid crystalline schiff bases: A puzzling game dictated by entropy and enthalpy effects

Two series of Schiff base (SB) liquid crystals (LC) containing the 5-membered rings isoxazoline or isoxazole were synthesized and characterized; 27 isoxazoline and 20 isoxazole compounds were obtained. Nematic, smectic A, and smectic C mesophases were fou

An Intramolecular Wittig Approach toward Heteroarenes: Synthesis of Pyrazoles, Isoxazoles, and Chromenone-oximes

α-Halohydrazones/ketoximes are transformed into trisubstituted pyrazoles/disubstituted isoxazoles by treatment with phosphine, acyl chloride, and a base. Mechanistic investigations revealed the in situ formation of azo/nitroso olefin intermediates which underwent a tandem phospha-Michael/N- or O-acylation/intramolecular Wittig reaction to afford the heteroarenes in moderate to good yields. Further, proper functionalization of α-haloketoximes and a change of conditions allowed the chemoselective synthesis of chromenone-oximes as well as rearranged isoxazoles, thereby realizing a diversity-oriented synthesis.

Trichloroisocyanuric acid mediated one-pot synthesis of 3,5-diarylisoxazoles from α,β-unsaturated ketones

A facile one-pot synthesis of 3,5-diarylisoxazoles from α,β-unsaturated ketones and hydroxylamine hydrochloride is reported. The reaction is efficiently promoted by trichloroisocyanuric acid (TCCA) to afford the desired products, mostly in high yields and

A convenient one-pot synthesis of 3,5-diarylisoxazoles via oxidative cyclisation using catalytic CuBr2 and oxone

A facile one-pot synthesis of 3,5-diarylisoxazoles from α,β-unsaturated ketones and hydroxylamine hydrochloride is reported. The reaction is efficiently promoted by catalytic CuBr2 and Oxone to afford the desired products mostly in high yields

Copper-catalysed synthesis of 3,5-disubstituted isoxazoles enabled by pyridinyl benzimidazol (PBI) as a bidentate N-chelating ligand under mild conditions

In this paper, we introduced pyridinyl benzimidazol (PBI) as an easy-to-handle and bidentate N-chelating ligand that promote clean synthesis of 3,5-disubstituted isoxazoles in the presence of copper acetate as catalyst. This catalytic approach initiates with the hydroxyamination of aldehydes followed by chlorination and then generation of nitrile oxide which subsequently undergoes click-type [3?+?2]-dipolar cycloaddition with alkynes to give isoxazoles. This method provides an alternative green process to construct isoxazole derivatives.

Nitrosylsulfuric acid as an oxidant in the synthesis of 3,5-diarylisoxazoles

By six examples, it was demonstrated that nitrosylsulfuric acid can be successfully used for oxidation of 3,5-diaryl-4,5-dihydroisoxazoles to the corresponding 3,5-diarylisoxazoles. If the starting isoxazolines contain the aromatic substituents activated towards electrophilic substitution, nitration of both newly formed isoxazole and substituted benzene rings occurred.

TBAI-catalyzed intramolecular annulation of chalcone oximes toward isoxazoles

A TBAI-catalyzed intramolecular annulation of chalcone oximes toward isoxazoles was developed, providing 3,5-diarylisoxazoles in good yields. Functional groups such as methoxy, ethyoxyl, chloro, bromo, fluoro and nitro were well tolerated in this reaction

Copper-catalyzed aerobic oxidative C-O bond formation for the synthesis of 3,5-disubstituted isoxazoles from enone oximes

A direct access to 3,5-disubstituted isoxazoles has been accomplished through an intramolecular oxidative coupling reaction of enone oximes using a catalytic quantity of Cu(OAc)2. This method features an inexpensive metal catalyst, molecular ox

Alkyl Nitrites: Novel Reagents for One-Pot Synthesis of 3,5-Disubstituted Isoxazoles from Aldoximes and Alkynes

An efficient, one-pot approach has been described for the synthesis of 3,5-disubstituted isoxazoles from substituted aldoximes (mixture of E and Z) and alkynes, using alkyl nitrites under conventional heating conditions. The key nitrile oxide intermediates that are required for the synthesis of isoxazoles are formed by treatment of substituted aldoxime with either tert-butyl nitrite or isoamyl nitrite. The generated nitrile oxides underwent in situ [3+2] dipolar cycloaddition to the substituted alkynes to give 3,5-disubstituted isoxazoles regioselectively in high to excellent yields. The developed synthetic methodology was applied for the synthesis of a previously reported potent hDGAT1 inhibitor.

CATALYTIC REACTION

A catalytic reaction comprises several steps: providing a catalyst, wherein the catalyst is metal or metal oxide particles and at least have {110} crystal plane; using the catalyst when performing a cycloaddition reaction. By using the catalyst with high