19743-06-7

Upstream product

• 106808-08-6 5-(1-Benzenesulfonyl-ethyl)-3-phenyl-isoxazole 
• 449181-06-0 5-ethyl-3-phenyl-4,5-dihydroisoxazol-5-ol 
• 873-67-6 benzonitrile oxide 
• 698-16-8 benzohydroximoyl chloride 
• 932-90-1 Benzaldoxime 
• 94012-44-9 3-methylthio-1-phenyl-4-phenylsulfonyl-2-buten-1-one 
• 106808-15-5 3-phenyl-5-<(phenylsulfonyl)methyl>isoxazole 
• 98-86-2 acetophenone 
• 536-74-3 phenylacetylene 
• 19307-74-5 1-phenyl-pent-1-yn-3-one 

Downstream Products

• 40389-50-2 (1-bromoethene-1,2-diyl)dibenzene 

Relevant academic research and scientific papers

One-pot regioselective synthesis of substituted pyrazoles and isoxazoles in PEG-400/water medium by Cu-free nano-Pd catalyzed sequential acyl Sonogashira coupling-intramolecular cyclization

Catalyst efficacy of in situ generated Pd-nanoparticles (PdNPs) in the regioselective one-pot synthesis of 3,5-di & 3,4,5-trisubstituted pyrazoles and 3,5-disubstituted isoxazoles in environmentally benign PEG-400/H2O medium, which involves the sequential (i) Cu-free acyl-Sonogashira coupling (ASC) and (ii) intramolecular ynone-amine cyclization under PTC conditions was described. The results of controlled experiments support the operation of two sequential catalytic cycles (ASC/cyclization) and achievement of complementary/opposite regioselectivity via ynone-bound palladium in a one-pot approach. Moreover, the in situ PdNPs recovered after the first catalytic cycle of the one-pot reaction sequence have been reused again five times successively. Besides, prior to the above studies, the efficacy of some common Pd-N-heterocyclic carbene (Pd-NHC) complexes in catalyzing the same one-pot two-step reaction sequence (Cu-free ASC/cyclization) both in water and organic solvents was also optimized. In situ generation of PdNPs from above Pd-NHCs in water was also identified, but they are not reusable due to their large size distribution.

Complementary regioselective synthesis of 3,5-disubstituted isoxazoles from ynones

Two regioselective synthetic routes towards 3,5-disubstituted isoxazoles from ynones are reported. One route takes place via first converting the ynones to ynone O-methyl oximes, followed by a palladium-catalyzed intramolecular cyclization. The other invo

Preparation of 3,5-disubstituted pyrazoles and isoxazoles from terminal alkynes, aldehydes, hydrazines, and hydroxylamine

The reaction of terminal alkynes with n-BuLi, and then with aldehydes, followed by the treatment with molecular iodine, and subsequently hydrazines or hydroxylamine provided the corresponding 3,5-disubstituted pyrazoles or isoxazoles in good yields with high regioselectivity, through the formations of propargyl secondary alkoxides and α-alkynyl ketones. The present reactions are one-pot preparation of 3,5-disubstituted pyrazoles from terminal alkynes, aldehydes, molecular iodine, and hydrazines, and 3,5-disubstituted isoxazoles from terminal alkynes, aldehydes, molecular iodine, and hydroxylamine.

Oxime-mediated facile access to 5-methylisoxazoles and applications in the synthesis of valdecoxib and oxacillin

A palladium-catalyzed efficient synthesis of 5-methylisoxazoles via oxime-mediated functionalization of unactivated olefins is described. The reaction affords a variety of 5-methylisoxazoles in moderate to good yields. To further demonstrate the utility of the method, the rapid synthesis of valdecoxib and oxacillin is reported. (Chemical Equation Presented).

Regioselective synthesis and side-chain metallation and elaboration of 3-aryl-5-alkylisoxazoles

A number of 3-aryl-5-alkylisoxazoles have been synthesized in high yields by reacting arylnitrile oxides with free enolate ions regioselectively obtained by metallation of various alkyl methyl ketones with LDA in THF at -78°C followed by dehydration. Inve

A Regioselective Synthesis of 3,5-Disubstituted Isoxazoles

The 3-aryl-5-, and 5-aryl-3-(phenylsulphonylmethyl)isoxazoles (6) and(9) respectively were regioselectively prepared from 1-aryl-3-methylthio-4-phenylsulphonylbut-2-en-1-one (1).As an application of the present method, 3-methyl-5-(4-.pyridyl)isoxazole (2)

Regiospecific Synthesis of Isoxazoles by the Reaction of α-Bromoenones with Hydroxylamine

In the reaction of α-bromoenones with hydroxylamine, the synthesis of isomeric isoxazoles could be controlled regiospecifically by changing the base.