Properties and Exciting Facts About 5-(4-Hydroxyphenyl)isoxazole-3-carboxylic acid

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2,2?-Bis-substituted Biphenyls by the Addition of Nucleophiles to Benzyne Followed by in Situ Oxidative Homocoupling

The paper describes the addition of Mg-anilides and -thiolates to in situ generated benzyne with subsequent oxidative homocoupling of the adducts to give 2,2?-bis-substituted biphenyls in a one-pot process. Oxidative C-C bond formation was best achieved with a Cu catalyst using O2 as oxidant. The sequence comprises two C-X and one C-C bond formation and the products were obtained in moderate yields. Some of the 2,2?-bis-substituted biphenyls have been characterized by X-ray analysis.

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Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

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Electrophilic amination with iminomalonate

Diethyl N-anisyliminomalonate has been found to be an excellent electrophilic amination reagent for Grignard reagents to give N-alkylated products in good yields, and subsequent air oxidation affords N-alkylanisidines.

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Isoxazole – Wikipedia,
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Properties and Exciting Facts About 5-(4-Hydroxyphenyl)isoxazole-3-carboxylic acid

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Highly Selective N-Monomethylanilines Synthesis from Nitroarene and Formaldehyde via Kinetically Excluding of the Thermodynamically Favorable N,N-Dimethylation Reaction

The synthesis of N-monomethylamine remains a challenging topic because the N,N-dimethylation reaction is thermodynamically favorable. In this work, the kinetically controlled N-monomethylamine synthesis from nitroarene and paraformaldehyde/H2 is reported to have superhigh N-monomethylamine selectivity in the presence of a Pd/TiO2 catalyst. The superior selectivity should be attributed to the preferential adsorption of the primary amine over N-monomethylamine on the Pd/TiO2 surface, as elucidated by NH3/Me2NH-TPD, while the excellent catalytic activity could be associated with the good H2 activation ability and high amine adsorbing capacity of the catalyst, as elucidated by NH3-TPD and H2-TPR tests. Good results were obtained with a variety of nitroarenes containing methyl, methoxyl, hydroxyl, fluoride, trifluoromethyl, ester, and amide substituents as starting materials, and the potential synthetic utility of this protocol in pharmaceutical is illustrated by N-monomethylation of drug molecules, such as clinidipine, nimesulide, procaine, and methyl aminosalicylate.

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PHARMACEUTICAL COMPOUNDS AS INHIBITORS OF CELL PROLIFERATION AND THE USE THEREOF

Disclosed are compounds of Formula I effective as cytotoxic agents. The compounds of this invention are useful in the treatment of a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.

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Isoxazole – Wikipedia,
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Direct synthesis of anilines and nitrosobenzenes from phenols

A one-pot synthesis of anilines and nitrosobenzenes from phenols has been developed using an ipso-oxidative aromatic substitution (iSOAr) process. The products are obtained in good yields under mild and metal-free conditions. The leaving group effect on reactions that proceed through mixed quionone monoketals has also been investigated and a predictive model has been established.

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Rapid Syntheses of Some Indole Alkaloids of the Calabar Bean

A rapid, efficient route to 3,3-disubstituted oxindoles from o-iodo anilines has been developed.It involves the cyclisation of the corresponding fumarate amides 4 and 15 with butyllithium at -100 deg C in the presence of an excess of trimethylchlorosilane.An X-ray crystal structure of 4 suggests that the speed and efficiency of this intramolecular Michael addition is dependent on the conformation adopted by 4 which is particularly suitable for the reaction.This method has been applied to the synthesis of the alkaloids physovenine, physostigmine and esermethole in very high overall yields.

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Methanol dehydrogenation by iridium N-heterocyclic carbene complexes

A series of homogeneous iridium bis(N-heterocyclic carbene) catalysts are active for three transformations involving dehydrogenative methanol activation: acceptorless dehydrogenation, transfer hydrogenation, and amine monoalkylation. The acceptorless dehydrogenation reaction requires base, yielding formate and carbonate, as well as 2-3 equivalents of H2. Of the few homogeneous systems known for this reaction, our catalysts tolerate air and employ simple ligands. Transfer hydrogenation of ketones and imines from methanol is also possible. Finally, N-monomethylation of anilines occurs through a borrowing hydrogen reaction. Notably, this reaction is highly selective for the monomethylated product.

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Chemoenzymatic Synthesis of Substituted Azepanes by Sequential Biocatalytic Reduction and Organolithium-Mediated Rearrangement

Enantioenriched 2-aryl azepanes and 2-arylbenzazepines were generated biocatalytically by asymmetric reductive amination using imine reductases or by deracemization using monoamine oxidases. The amines were converted to the corresponding N?-aryl ureas, which rearranged on treatment with base with stereospecific transfer of the aryl substituent to the 2-position of the heterocycle via a configurationally stable benzyllithium intermediate. The products are previously inaccessible enantioenriched 2,2-disubstituted azepanes and benzazepines.

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Isoxazole – Wikipedia,
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Nickel-Catalyzed Asymmetric Propargylic Amination of Propargylic Carbonates Bearing an Internal Alkyne Group

We have achieved the nickel-catalyzed asymmetric propargylic amination of propargylic carbonates bearing an internal alkyne group. A wide variety of propargylic carbonates and N-methylaniline derivatives were tolerated under the reaction conditions, providing the corresponding chiral propargylic amines in up to 97% yield with up to 97% ee.

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Isoxazole – Wikipedia,
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A process for preparing N – methyl-P-anisidine method (by machine translation)

The invention discloses a method for preparing N – methyl-P-anisidine method, to the anisidine and methanol as the reaction raw materials, in order to molecular sieve catalyst load as the active component, at the reaction temperature of 150 – 350 C, the liquid volume airspeed is 0.1 – 2.0 h- 1 , N2 Under the condition of the gas as the carrier gas in a fixed bed continuous flow reactor for reaction, to obtain the N – methyl-P-anisidine; Cu and Ni as the active component in at least one of, its content of the catalyst is 0.01 – 30 wt %; molecular sieve as 3 A, 4 A, 5 A molecular sieve in a. The present invention has high yield, the operation is simple, mild condition, catalyst performance is stable, low cost, low pollution. (by machine translation)

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Reference£º
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem