19505-66-9

Upstream product

• 100-42-5 styrene 
• 3235-02-7 p-methylbenzaldehyde oxime 
• 148730-42-1 1-(4-methylphenyl)-2-phenylcyclopropane 
• 4224-96-8 3-phenyl-1-p-tolylprop-2-en-1-one 
• 56363-35-0 1-methyl-4-(2-phenylcyclopropyl)benzene 
• 13820-14-9 4-methylbenzonitrile oxide 
• 106-42-3 para-xylene 
• 104-87-0 4-methyl-benzaldehyde 
• 3717-15-5 p-methylbenzaldehyde oxime 
• 36288-37-6 N-hydroxy-4-methylbenzenecarboximidoyl chloride 

Downstream Products

• 55955-83-4 syn/anti-p-Tolyl-trans-styryl-ketoxim 
• 52939-91-0 anti-p-Tolyl-cis-styryl-ketoxim 
• 52939-90-9 (Z)-3-amino-1-phenyl-3-(4-methylphenyl)-prop-2-en-1-one 
• 134430-88-9 (2E)-N-(4-methylphenyl)-3-phenylprop-2-enamide 
• 181121-98-2 (Z)-N-(4-metilfenil)-3-fenilpropenamida 
• 25855-99-6 1-(4-methylphenyl)-3-phenyl-1,3-propanedione 
• 2431-23-4 4-methylbenzoin 
• 52939-89-6 5-phenyl-4-p-tolyl-2,5-dihydro-oxazole 

Relevant academic research and scientific papers

Metal-free DBU promoted regioselective synthesis of isoxazoles and isoxazolines

A new simple and efficient metal-free 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) promoted regioselective synthesis of 3,5-disubstituted isoxazoles and isoxazolines from aldoximes has been described. This method allows the reaction to proceed efficiently on aldoximes containing unprotected phenolic hydroxyl groups. Furthermore, with the use of higher equivalents of N-chlorosuccinimide, chloro-substituted isoxazoles and isoxazolines were obtained as the only products via tandem one-pot 1,3-dipolar cycloaddition followed by regioselective chlorination. This journal is

Palladium-Catalyzed Synthesis ofΔ2-Isoxazoline from Toluene Derivatives Enabled by the Triple Role of Silver Nitrate

A palladium-catalyzed direct synthesis ofΔ2-isoxazoline from toluene derivatives has been established. The present reaction proceeds through nondirected Csp3-H activation, benzylic nitration, dehydration, and cycloaddition. This protocol also features the unusual triple role of silver nitrate in a one-pot reaction.

One-pot synthesis of isoxazolines from aldehydes catalyzed by iodobenzene

A convenient one-pot, three-step procedure for the synthesis of isoxazolines starting from aldehydes has been developed involving catalytic cycloaddition between nitrile oxides and alkenes, in which iodobenzene is used as the catalyst for the in situ generation of a hypervalent iodine intermediate. In this approach, the aldehydes are first transformed with hydroxylamine sulfate into aldoximes, which are then oxidized to nitrile oxides by the in situ generated hypervalent iodine intermediate; finally, a 1,3-dipolar cycloaddition between the nitrile oxides and alkenes occurs to provide the isoxazolines in moderate to good yields.

An environmentally benign synthesis of isoxazolines and isoxazoles mediated by potassium chloride in water

An effective and environmentally benign procedure for the synthesis of isoxazolines and isoxazoles has been developed by a cycloaddition of nitrile oxides with alkenes or alkynes in water. In this approach, potassium chloride is first oxidized into chlorine in water by the environmentally friendly oxidant Oxone, then aldoximes are oxidized into nitrile oxides by the in situ generated hypochlorous acid, finally a 1,3-dipolar cycloaddition between nitrile oxides and alkenes or alkynes occurs to provide the corresponding isoxazolines and isoxazoles in good yields.

Hypervalent iodine-catalyzed cycloaddition of nitrile oxides to alkenes

A new and convenient method for preparation of isoxazolines was developed by a catalytic cycloaddition of nitrile oxides generated in situ from aldoximes to alkenes in the presence of a catalytic amount of iodobenzene. In this protocol, iodobenzene was fi

Hypoiodite mediated synthesis of isoxazolines from aldoximes and alkenes using catalytic KI and Oxone as the terminal oxidant

Isoxazolines can be efficiently synthesized in good yields via a hypoiodite mediated catalytic oxidative cyclization of aldoximes and alkenes. This reaction involves active iodine species generated in situ from catalytic amounts of KI and Oxone.

Hypervalent iodine catalyzed generation of nitrile oxides from oximes and their cycloaddition with alkenes or alkynes

Hypervalent iodine catalyzed oxidation of aldoximes using oxone as a terminal oxidant generates nitrile oxides, which react with alkenes and alkynes to give the corresponding isoxazolines and isoxazoles in moderate to good yields. This reaction involves active hypervalent iodine species formed in situ from catalytic iodoarene and oxone in the presence of hexafluoroisopropanol in aqueous methanol solution.

KF/Al2O3: Solid-supported reagent used in 1,3-dipolar cycloaddition reaction of nitrile oxide

The stereoselective synthesis of 2-isoxazolidine through 1,3-dipolar cycloaddition reaction of nitrile oxide, which is in situ generation from aldoxime in the presence of N-bromosuccinamide and solid-supported reagent KF/Al2O3 at room temperature, is reported. KF/Al2O3 is sufficiently basic such that it can replace organic bases such as Et 3N used in typical procedures and it catalyses the reaction to enhance the rate of the reaction.

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.

Δ2-isoxazolines from arylcyclopropanes: III. Phenylcyclopropanes substituted in three-membered ring in reaction with nitrosyl chloride activated with oxides of sulfur(IV, VI)

The reaction of phenylcyclopropanes substituted in the three-membered ring with nitrosyl chloride activated with sulfur(IV, VI) oxides provided in good yield substituted 5-phenylisoxazolines as a mixture of structural isomers.