Awesome and Easy Science Experiments about 5-(4-Hydroxyphenyl)isoxazole-3-carboxylic acid

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In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 33282-15-4, name is 5-(4-Hydroxyphenyl)isoxazole-3-carboxylic acid, introducing its new discovery. category: Isoxazoles

In this paper, a regioselective, efficient and convenient synthesis of 2-aminobenzophenones through acylation of anilines with alpha-oxocarboxylic acids assisted by tert-butyl nitrite is presented. Interestingly, tert-butyl nitrite acts as not only an efficient and mild nitrosation reagent, but also a sustainable oxidant required in the Pd(ii)-catalyzed decarboxylative acylation. Meanwhile, the NO unit turned out to be an easily introduced and readily removable directing group for the regioselective acylation.

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Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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4-Cyanobenzenesulfonamides of secondary amines were found to cleave to the parent amine cleanly under the action of thiol and base. This feature readily lends itself to the use of this motif as an amine protecting/activating group within a broader context of amine synthesis. The crystalline sulfonamides could be further elaborated by alkylation and arylation similarly to nitrobenzenesulfonamides. The sulfonamides could withstand conditions that functionalize nitroarenes, such as reductions and vicarious nucleophilic substitution reactions.

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Unprotected secondary amines are directly alkylated by C-H functionalization adjacent to nitrogen, thereby opening new routes toward the synthesis of alpha- and beta-alkylated N-heterocycles. alpha-Alkylated piperidine, piperazine, and azepane products are prepared from heterocycles and alkenes in an atom-economic reaction with excellent regio- and diastereoselectivity. beta-Alkylated N-heterocycles are synthesized via a scalable one-pot alkylation/cyclization procedure generating 3-methylated azetidines, pyrrolidines, and piperidines.

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PS-SNAP was designed and evaluated as a practical nitrosating polymer-supported reagent for the nitrosation of sec-amines. Nitrosated dialkyl amines, alkyl anilines, and bis-anilines were obtained in good yields and high purities after shaking the corresponding amines in the presence of an excess of the newly described reagent followed by simple filtration and removal of solvents.

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Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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The reactions of enaminones with dimethyl diazomalonate were investigated in the presence of copper(II) acetylacetonate. From the reaction of (E)-3-[methyl(phenyl)amino]-1-phenylprop-2-en-1-one (6c), dimethyl 2-[methyl(phenyl)amino]-4-oxonaphthalene-1,1-(4H)-dicarboxylate, was unexpectedly obtained as the major product. Quinoline derivatives were formed as the major products in the case of N-methyl-p-anisidino and N-methyl-p-toluidino enaminones. The reactions of acetyl enaminones were also realized, and quinoline derivatives were isolated as the major products. 3H- and 5H-dihydrofurans were also formed as side products in these reactions. These results differ from those reported earlier on the reactions of tertiary enaminones with carbenes/metal carbenes.

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Isoxazole – Wikipedia,
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A series of novel quinazolines as tubulin inhibitors occupying three zones of colchicine domain have been designed and synthesized inspired by the recently disclosed crystal structure of verubulin analogue 6 with tubulin. Among the newly synthesized compounds, 19c showed noteworthy potency against K562, HepG2, KB, HCT-8 and MDB-MB-231 cancer cells. In vitro microtubule polymerization assays identified 19c as a potent tubulin assembly inhibitor, the binding mode of which with tubulin was confirmed by molecular modeling studies to occupy three zones of tubulin domain. Furthermore, 19c disrupted the intracellular microtubule network, caused G2/M phase arrest, induced cell apoptosis and depolarized mitochondria of K562 cells. 19c also reduced the cell migration and disrupted the capillary-like tube formation of human umbilical vein endothelial cells (HUVECs). Importantly, 19c significantly and dose dependently inhibited tumor growth in H22 liver cancer xenograft mouse model. All these results suggested that 19c deserves further research as a novel and potential anti-tubulin agent for the treatment of cancers.

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Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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Trisubstituted ureas can be synthesized in a one-pot fashion from bench-stable a-chloroaldoxime Omethanesulfonates and secondary amines under mild reaction conditions. Two practical protocols have been developed to achieve various urea syntheses from both secondary aromatic amines and aliphatic amines.

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Reference:
Isoxazole – Wikipedia,
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In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 33282-15-4, name is 5-(4-Hydroxyphenyl)isoxazole-3-carboxylic acid, introducing its new discovery. Application In Synthesis of 5-(4-Hydroxyphenyl)isoxazole-3-carboxylic acid

A new one-pot strategy for the synthesis of quinoxalin-2-ones from the tandem nitrosation/cyclization reaction of N-aryl cyanoacetamides with tert-butyl nitrite has been developed. The dehydrogenative N-incorporation is achieved through a sequence of nitrosation, tautomerization, and cyclization, affording quinoxalin-2-ones in moderate to good yields with good functional group tolerance.

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Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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33282-15-4, Name is 5-(4-Hydroxyphenyl)isoxazole-3-carboxylic acid, belongs to isoxazole compound, is a common compound. Formula: C10H7NO4In an article, once mentioned the new application about 33282-15-4.

Secondary arylamines and related compounds can readily be converted into the corresponding N-nitroamines by treatment of their organomagnesium derivatives with butyl nitrate. The yield of the products ranges from 45 to 77%. Secondary aromatic N-nitroamines are characterized by IR absorption bands in the regions 1517-1536, 1285-1299, and 755-759 cm-1, regardless of the substituent in the aromatic ring. According to the 1H and 13C NMR data for substituted N-methyl-N-phenylnitroamines, the interaction between the substituents through the aromatic ring is weak. alpha-Splitting of N-methyl-N-phenylnitroamines under electron impact suggests that the Ar-N bond is anomalously weak. The dipole moments of N-methyl-N-phenylnitroamines can be interpreted in terms of stronger conjugation of n-electrons of the imide nitrogen atom with pi-electrons of the nitro group rather than with the aromatic pi-system.

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Diazoanilides of type 4 were found to undergo Nafion-H catalysed cyclization onto the aromatic ring and concomitant decarboxylation, under optimal conditions, to give 3-unsubstituted 2-indolinones 5 in moderate yields.Diazoanilides that possess electron-donating substituents in the aromatic moiety gave higher yields of 5 and, in one case, the presence of an electron-withdrawing group in the aromatic moiety did not impede the cyclization.In the case of the diazoanilides that possess a N-butenyl group, preferential 1,3-dipolar cycloaddition of the diazo unit onto the butenyl double bond occurred to give an unstable 1-pyrazoline which was converted, by loss of nitrogen accompanied by hydrogen migration, to dihydro-2-pyridinone derivatives.It was also found that substituents ortho to the amido group and/or the site of cyclization sterically retarded the cyclization.

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Isoxazole – Wikipedia,
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