50899-16-6

Upstream product

• 932-90-1 Benzaldoxime 
• 1402812-40-1 C₂₃H₁₉NO 
• 922-67-8 propynoic acid methyl ester 
• 698-16-8 benzohydroximoyl chloride 
• 934-16-7 phenylhydroxamoyl chloride 
• 1104461-74-6 methyl 3-(p-nitrobenzoyloxy)acrylate 
• 50899-13-3 3-phenyl-4,5-dihydro-isoxazole-4-carboxylic acid methyl ester 
• 1402704-06-6 (Z)-1-phenyl-1-buten-1-ylboronic acid 
• 1821-34-7 N-chlorobenzamide 

Downstream Products

• 288404-37-5 (3-phenylisoxazol-4-yl)methanol 
• 18718-84-8 3-phenyl-4-isoxazolecarboxylic acid 

Relevant academic research and scientific papers

Preparation and rearrangement of N-vinyl nitrones: Synthesis of spiroisoxazolines and fluorene-tethered isoxazoles

N-Vinyl nitrones derived from fluorenone have been prepared via a copper-mediated coupling between fluorenone oxime and vinyl boronic acids. These compounds undergo subsequent rearrangement and addition reactions that are distinct from the traditional [3 + 2] cycloaddition reactivity of nitrones. Thermal rearrangements of fluorenone N-vinyl nitrones give spiroisoxazolines, while treatment with alkynes provides fluorene-tethered isoxazoles. The scope and limitations of the preparation of fluorenone N-vinyl nitrones and their subsequent rearrangement and addition reactions are discussed.

Generation of nitrile oxides from oximes using t -BuOI and their cycloaddition

tert-Butyl hypoiodite (t-BuOI) was found to be a powerful reagent for the cycloaddition of oximes and alkenes/alkynes, leading to the formation of a variety of isoxazolines or isoxazoles under mild conditions.

Conversion of oximes to carbonyl compounds by triscetylpyridinium tetrakis(oxodiperoxotungsto) phosphate (PCWP)-mediated oxidation with hydrogen peroxide

Aromatic and aliphatic oximes have been deoximated in chloroform-water to the corresponding aldehydes with dilute hydrogen peroxide and triscetylpyridinium tetrakis (oxodiperoxotungsto) phosphate as catalyst. The presence of dipolarophiles in the reaction mixtures allows a competitive reaction that converts oximes into isoxazole and isoxazoline derivatives via the intermediate formation of nitrile oxide species.

DFT-HSAB prediction of regioselectivity in 1,3-dipolar cycloadditions: Behavior of (4-substituted)benzonitrile oxides towards methyl propiolate

The regioselectivity of 1.3-di-polar cycloadditions between (4-substituted)benzonitrile oxides and methyl propiolate cannot be rationalized on the basis of the electron demand of the reactants or frontier molecular-orbital theory. To this problem, we have

Isoxazolecarboxamide derivatives

The invention relates to novel N-(substituted phenyl)-N′-[ω-(3-substituted phenyl-4-isoxazolecarbonylamino)alkyl]piperazines, their N-oxides, and pharmaceutically acceptable salts thereof. The compounds are endowed with enhanced selectivity for alpha1-adrenergic receptors and a low activity in lowering blood pressure. The compounds are useful in the treatment of obstructive syndromes of the lower urinary tract, including benign prostatic hyperplasia (BPH), and in the treatment of lower urinary tract symptoms (LUTS) and neurogenic lower urinary tract dysfunction (NLUTD), and other conditions.

1,3-Dipolar cycloaddition of nitrile oxides to methyl 3-(p- nitrobenzoyloxy)acrylate: Methyl 3-(p-nitrobenzoyloxy)acrylate as a methyl propiolate equivalent with reverse regioselectivity

3-Aryl-4-methoxycarbonylisoxazoles were prepared from the reaction of a variety of substituted benzonitrile oxides with methyl 3-(p- nitrobenzoyloxy)acrylate in moderate to good yields.

SYNTHESIS AND PROPERTIES OF AZOLS AND THEIR DERIVATIVES. PART V. REGIOCHEMISTRY IN CYCLOADDITION REACTIONS OF BENZONITRILE N-OXIDE WITH β-SUBSTITUTED NITROETHYLENES

The cycloaddition reactions of benzonitrile N-oxide with β-substituted nitroethylenes have been investigated.It was found that the regiochemistry of these reactions depended on the nature of β-substituents.