21985-10-4

Upstream product

• 93350-71-1 3-hydroxyamino-3-phenyl-1-thiophen-2-yl-propan-1-one oxime 
• 22353-96-4 N-hydroxythiophene-2-carbonimidoyl chloride 
• 536-74-3 phenylacetylene 
• 10471-74-6 1-phenyl-3-(thiophen-2-yl)propane-1,3-dione 
• 78504-81-1 1,4-bis<3-(2-thienyl)-1-phenyl-3-oxo-1-propenyl>-1-thia-4-azabutane 
• 21985-04-6 3-phenyl-1-(2-thienyl)-2-propyn-1-one 
• 98-03-3 thiophene-2-carbaldehyde 
• 29683-84-9 thiophene-2-carbaldehyde oxime 
• 100-52-7 benzaldehyde 
• 1365645-07-3 5-phenyl-3-(thiophen-2-yl)-4,5-dihydroisoxazole 
• 3988-77-0 3-phenyl-1-thiophen-2-yl-propenone 
• 88-15-3 2-Acetylthiophene 

Relevant academic research and scientific papers

3, 5-disubstituted isoxazole derivative and synthesis method thereof

The invention provides a 3, 5-disubstituted isoxazole derivative and a synthesis method thereof, and belongs to the technical field of organic synthesis medicines and medical intermediates. The method comprises the following steps: adding a proper solvent

Rhodium-Catalyzed Cascade Annulative Coupling of 3,5-Diarylisoxazoles with Alkynes

A rhodium-catalyzed cascade annulative coupling of 3,5-diarylisoxazoles with three equivalents of an alkyne proceeds smoothly in the presence of a Cu(II) oxidant, where the sequential construction of isoquinoline and naphtho[1,8- bc ]pyran frameworks connected by a biaryl linkage is achieved by a single operation. Most of the obtained polycyclic compounds exhibit visible fluorescence in both the solution and the solid state. The hexaphenylated isoquinoline-naphthopyran conjugate (R = Ph) as a representative product shows a green emission which can be turned off by making an isoquinolinium salt with an acid. The emission is also reversibly turned on by treatment with a base.

Benign catalysis with zinc: Atom-economical and divergent synthesis of nitrogen heterocycles by formal [3 + 2] annulation of isoxazoles with ynol ethers

Herein, we disclose an efficient zinc-catalyzed formal [3 + 2] annulation of isoxazoles with ynol ethers under exceptionally mild reaction conditions, leading to the atom-economical and divergent synthesis of 2-alkoxyl 1H-pyrroles and 3H-pyrroles, respect

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.

Aerobic oxidative synthesis of 3,5-disubstituted isoxazoles directly from α,β-unsaturated ketones

Using an efficient aerobic oxidative method, the synthesis of ten 3,5-disubstituted isoxazoles by treatment of α,β-unsaturated ketones with hydroxylamine and NaOH at room temperature has been achieved.

Synthesis of 3,5-disubstituted isoxazolines and isoxazoles

2-Acetylthiophene condenses with different aromatic aldehyde in ethanol in the presence of aqueous NaOH to give 1-(2′thienyl)-3-(substituted phenyl)-2-propen-1-one(Ia-e) which reacts with hydroxylamine hydrochloride and aqueous KOH in presence of ethonal medium to give 3-(2′-thienyl)-5- (substituted phenyl)-2-isoxazoline (IIa-e). And 3-(2′-thienyl)- 5-(substituted phenyl)-Δ2-isoxazoline (IIa-e) was dissolved in DMSO. To this catalytic amount of iodine was added. Cooled and diluted with water. The solid thus separated was washed with 20% sodium thiosulphate to give 3-(2′-thienyl)-5-(substituted phenyl)-isoxazole (II′a-e). Characterization and structural elucidation were done on the basis of melting points determination, analytical and spectral studies.

STUDIES ON ISOMERIC PYRIDYLISOXAZOLES

Data concerning the reaction between hydroxylamine hydrochloride and 1-(2-pyridyl)-3-phenyl- (I a) and 1-(2-thienyl)-3-phenyl-1,3-propanedione (I l) disagree with those previously reported in literature.The same reaction was also studied employing a series of 1,3-diketones-1-(pyridyl)-substituted I b-i.The direction of enolization of 1,3-diketones accounted for the isomeric isoxazoles formation.

Reaction of β-mercaptoethylamine with α-acetylenic ketones

Bis(acylvinylaminoethyl) disulfides were synthesized by the reaction of α-acetylenic ketones with β-mercaptoethylamine in alcohol in the presence of sodium methoxide or in chloroform in the presence of potassium carbonate. 1,4-Bis(acylvinyl)-1-thia-4-azabutanes were obtained in the same way for acetylenic ketones with an aryl radical at the triple bond.