50899-14-4

Upstream product

• 140-88-5 ethyl acrylate 
• 932-90-1 Benzaldoxime 
• 147721-21-9 (S)-3-phenyl-4,5-dihydroisoxazole-5-carboxylic acid 
• 64-17-5 ethanol 
• 698-16-8 benzohydroximoyl chloride 
• 28198-51-8 potassium salt of phenyldinitromethane 
• 622-42-4 1-nitro-1-phenylmethane 
• 704-18-7 2-(hydroxyimino)-2-phenylacetic acid 
• 100-42-5 styrene 
• 626-35-7 nitroacetic acid ethyl ester 
• 7380-81-6 ethyl (dimethylsulfuranylidene)acetate 
• 344899-62-3 N-(1-phenylvinyl)-O-(trimethylsilyl)-N-((trimethylsilyl)oxy)hydroxylamine 
• 100-52-7 benzaldehyde 
• 873-67-6 benzonitrile oxide 

Downstream Products

• 119897-89-1 (R)-3-phenyl-Δ²-isoxazoline-5-methanol 
• 124154-34-3 (S)-5-(Hydroxymethyl)-Δ²-isoxazoline 
• 147721-21-9 (S)-3-phenyl-4,5-dihydroisoxazole-5-carboxylic acid 
• 147721-20-8 (R)-3-Phenyl-4,5-dihydro-isoxazole-5-carboxylic acid 
• 100-47-0 benzonitrile 
• 167098-84-2 3-phenyl-N-hydroxy-4,5-dihydroisoxazole-5-carboxamide 
• 1382998-43-7 3-hydroxy-5-phenyl-3,4-dihydropyrrol-2-one 
• 4872-58-6 3-phenyl-4,5-dihydroisoxazole-5-carboxylic acid 

Relevant academic research and scientific papers

Nitrile oxide 1,3-dipolar cycloaddition by dehydration of nitromethane derivatives under continuous flow conditions

Aliphatic nitrile oxides were generated in situ, by dehydration of terminal nitro compounds, and reacted with dipolarophiles using continuous flow techniques to afford substituted isoxazolines. The yields of cycloadducts were comparable with traditional f

Aqueous phase preparation method of isoxazoline compound participating in vitamin E micro-micelle

The invention provides an aqueous phase synthesis method of the isoxazoline compound represented by the formula (III), wherein the benzaldehyde oxime represented by the formula (I) is a substrate, and the aqueous solution of the surfactant in the mass concentration 1 wt % - 5 wt % is N - chlorosuccinimide. Under the common action of the basic substance, the olefinic compound represented by the formula (II) is reacted 6 - 16h at room temperature, and the resulting reaction liquid is subjected to post-treatment to obtain the isoxazoline compound represented by the formula (III). Water serves as a reaction solvent, the use amount of the organic solvent is reduced, and zero emission of the solvent is realized.

Stereoselective approach to conjugated enone oximes from aliphatic nitro compounds and sulfur ylides

A novel approach to conjugated enone oximes from aliphatic nitro compounds deals with double silylation of N,N-bis(silyloxy) enamines followed by a stereoselective reaction with an ester-stabilized sulfur ylide. The proposed mechanism involves the generation of labile nitrosoalkenes as intermediates, which react with the sulfur ylide to give target enone oximes.

Simple preparation method of isoxazoline

The invention discloses a simple preparation method of isoxazoline. The simple preparation method is characterized in that a series of isoxazoline compounds are efficiently synthesized by using aldehyde, p-toluenesulfonhydrazide, olefin and tert-butyl nit

[2 + 2 + 1] Cycloaddition ofN-tosylhydrazones,tert-butyl nitrite and alkenes: a general and practical access to isoxazolines

N-Tosylhydrazones have proven to be versatile synthons over the past several decades. However, to our knowledge, the construction of isoxazolines based onN-tosylhydrazones has not been examined. Herein, we report the first demonstrations of [2 + 2 + 1] cycloaddition reactions that allow the facile synthesis of isoxazolines, employingN-tosylhydrazones,tert-butyl nitrite (TBN) and alkenes as reactants. This process represents a new type of cycloaddition reaction with a distinct mechanism that does not involve the participation of nitrile oxides. This approach is both general and practical and exhibits a wide substrate scope, nearly universal functional group compatibility, tolerance of moisture and air, the potential for functionalization of complex bioactive molecules and is readily scaled up. Both control experiments and theoretical calculations indicate that this transformation proceedsviathein situgeneration of a nitronate from the coupling ofN-tosylhydrazone and TBN, followed by cycloaddition with an alkene and subsequent elimination of atert-butyloxy group to give the desired isoxazoline.

Enantioselective Synthesis of Isoxazoline N-Oxides via Pd-Catalyzed Asymmetric Allylic Cycloaddition of Nitro-Containing Allylic Carbonates

A useful method for the enantioselective preparation of isoxazoline N-oxides via Pd-catalyzed asymmetric allylic cycloaddition of nitro-containing allylic carbonates has been developed. By using palladium complex in situ generated from Pd2(dba)3·CHCl3 and phosphoramidite L2 as a catalyst under mild conditions, the transformation afforded vinylated isoxazoline N-oxides in high yields with acceptably high enantioselectivities.

1,3-Dipolar cycloaddition reaction of aryl nitrile oxides with alkenes using imidazole and pyridine containing reusable polymeric base catalysts

Cross-linked poly-1-(4-vinylbenzyl)imidazole and cross-linked poly-4-vinylpyridine have been prepared from respective vinyl monomers using different quantities of divinylbenzene as a cross-linker by radical polymerization. The polymeric bases were charact

Synthesis and diverse general oxidative cyclization catalysis of high-valent MoVIO2(HL) to ubiquitous heterocycles and their chiral analogues with high selectivity

The first synthesis and diverse oxidative cyclization catalysis properties of high-valent MoVI-triazole are demonstrated towards highly selective construction of benzimidazoles, benzothiazoles, isoxazolines, isoxazoles and their chiral analogue

Design, synthesis, and evaluation of hydroxamic acid derivatives as promising agents for the management of Chagas disease

Today, there are approximately 8 million cases of Chagas disease in the southern cone of South America alone, and about 100 million people are living with the risk of becoming infected. The present pharmacotherapy is sometimes ineffective and has serious side effects. Here, we report a series of 4,5-dihydroisoxazoles incorporating hydroxamate moieties, which act as effective inhibitors of the carbonic anhydrase (CA) from Trypanosoma cruzi (TcCA). One compound (5g) was evaluated in detail and shows promising features as an antitrypanosomal agent. Excellent values for the inhibition of growth for all three developmental forms of the parasite were observed at low concentrations of 5g (IC50 values from 7.0 to 1 μM). The compound has a selectivity index (SI) of 6.7 and no cytotoxicity to macrophage cells. Preliminary in vivo data showed that 5g reduces bloodstream parasites and that all treated mice survived; it was also more effective than the standard drug benznidazole.

PhIO promoted synthesis of nitrile imines and nitrile oxides within a micellar core in aqueous media: A regiocontrolled approach to synthesizing densely functionalized pyrazole and isoxazoline derivatives

A highly efficient and general protocol has been developed for the facile synthesis of highly diversified 1,3,5-trisubstituted pyrazoles and 3,5-disubstituted 2-isoxazolines through one-pot tandem intermolecular, as well as intramolecular, dipolar [3 + 2] cycloaddition reactions. Chemoselective oxidation of aldohydrazone to nitrile imine and aldoximes to nitrile oxides by iodosobenzene in neutral aqueous media was performed. The scope of the reactions in regiocontrolled dipolar cycloaddition with olefins in the presence of PhIO toward highly substituted pyrazole and isoxazoline derivatives has been demonstrated. SDS converted the initially floating reaction mass and the organo-oxidant PhIO into a homogeneous mixture, which on stirring became a turbid emulsion. The micellar arrangement was confirmed by dynamic light scattering and optical microscopy. The new, green and metal free synthetic method enabled the execution of regiocontrolled tandem cycloaddition oxidation sequences leading to a library of pyrazole and isoxazoline derivatives.