26218-40-6

Upstream product

• 532-31-0 silver benzoate 
• 38435-51-7 N-hydroxy-4-methoxy-benzenecarboximidoyl chloride 
• 15500-73-9 4-methoxybenzonitrile oxide 
• 110-86-1 pyridine 
• 7284-07-3 5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-eno-furanose 
• 3907-06-0 3,3-Dimethylcyclopropen 
• 3664-56-0 1,3,3-trimethylcyclopropene 
• 50915-81-6 1-butylcyclopropene 
• 38435-51-7 4-methoxybenzenehydroximic acid chloride 
• 93845-81-9 1-(4-methoxyphenyl)hept-2-yn-1-one 
• 118-92-3 anthranilic acid 
• 3717-21-3 p-methoxyl benzaldoxime 
• 27402-47-7 5-benzylidenebarbituric acid 
• 49546-71-6 5-(4-methoxybenzylidene)barbituric acid 

Downstream Products

• 874-90-8 4-methoxybenzonitrile 
• 83421-59-4 1,4-Dioxan-tetracarbonsaeuremethylester 
• 82169-96-8 diethyl 3-(4′-methoxyphenyl)isoxazole-4,5-dicarboxylate 
• 82164-07-6 3-(4-Methoxy-phenyl)-isoxazole-4,5-dicarboxylic acid bis-benzylamide 
• 70416-62-5 5-butyl-3-(4-methoxyphenyl)-2-isoxazoline 

Relevant academic research and scientific papers

A fast route for the synthesis of tetrazolyl oximes by a novel multicomponent reaction between Z-chlorooximes, isocyanides and trimethylsilyl azide

A library of twenty variously decorated 1,5-disubstituted-(1H-tetrazol-5-yl)methanone oximes was prepared in one single synthetic step exploiting the combination of (Z)-chlorooximes, isocyanides and trimethylsilyl azide. The formal [3+1] cycloaddition between isocyanides and nitrile N-oxides with respect to the [3+1] cycloaddition between isocyanides and azides prevails, while the direct attack of azide onto nitrile N-oxides remains competitive. Finally, an intramolecular cyclization of a (1H-tetrazol-5-yl)methanone oxime to a benzoisoxazole tetrazole is reported for the first time.

Oxidation of: O -dioxime by (diacetoxyiodo)benzene: Green and mild access to furoxans

Furoxan has been widely used in the field of high energy density materials because of its excellent properties such as high density, high standard enthalpy of formation and high nitrogen content. However, its existing synthesis methods are still restricted by the problems of difficult substrate preparation and manual handling of hazardous reagents. Herein, we disclosed a mild oxidation strategy to efficiently obtain furoxan derivatives starting from readily available o-dioxime substrates. This reaction features high functional group tolerance and easy scale-up, and has excellent regioselectivity for specific nonsymmetric o-dioximes. This method greatly reduces the safety risk and simplifies the operation process, and means that diversified furoxan derivatives can be easily accessed, thus paving the way for the wide application of furoxan derivatives. This journal is

Heterocyclization of 5-(Arylmethylidene)pyrimidine-2,4,6(1H,3H,5H)-triones with Arenecarbaldehyde Oximes in the Presence of N-Bromosuccinimide and Triethylamine

5-(Arylmethylidene)pyrimidine-2,4,6(1H,3H,5H)-triones reacted with substituted benzaldehyde oximes in the presence of N-bromosuccinimide and triethylamine to give 1,4-diaryl-2-oxa-3,7,9-triazaspiro-[4.5]dec-3-ene-6,8,10-triones and 3,4-diaryl-1,2,5-oxadia

Ruthenium-catalyzed cycloadditions of 1-haloalkynes with nitrile oxides and organic azides: Synthesis of 4-haloisoxazoles and 5-halotriazoles

(Cyclopentadienyl)(cyclooctadiene) ruthenium(II) chloride [CpRuCl(cod)] catalyzes the reaction between nitrile oxides and electronically deficient 1-choro-, 1-bromo-, and 1-iodoalkynes leading to 4-haloisoxazoles. Organic azides are also suitable 1,3-dipoles, resulting in 5-halo-1,2,3-triazoles. These air-tolerant reactions can be performed at room temperature with 1.25 equivalents of the respective 1,3-dipole relative to the alkyne component. Reactive 1-haloalkynes include propiolic amides, esters, ketones, and phosphonates. Post-functionalization of the halogenated azole products can be accomplished by using palladium-catalyzed cross-coupling reactions and by manipulation of reactive amide groups. The lack of catalysis observed with [Cp RuCl(cod)] (Cp=pentamethylcyclopentadienyl) is attributed to steric demands of the Cp* (η5-C5Me5) ligand in comparison to the parent Cp (η5-C5H5). This hypothesis is supported by the poor reactivity of [(η5-C 5Me4CF3)RuCl(cod)], which serves as a an isosteric mimic of Cp* and as an isoelectronic analogue of Cp.

Highly regioselective nitrile oxide dipolar cycloadditions with ortho-nitrophenyl alkynes

The dipolar cycloadditions of ortho-nitrophenyl alkynes with aryl nitrile oxides has been demonstrated. A range of substituents are tolerated on the alkyne. These reactions proceed with excellent levels of regioselectivity. Subsequent functionalization of the isoxazole scaffold has been demonstrated.

An efficient entry to 1,2-benzisoxazoles via 1,3-dipolar cycloaddition of in situ generated nitrile oxides and benzyne

An efficient protocol for the synthesis of a range of 1,2-benzisoxazoles using an improved 1,3-dipolar cycloaddition of nitrile oxides and benzyne is described. Key to the procedure is the in situ generation of the reactive nitrile oxide and benzyne reactants simultaneously. The Royal Society of Chemistry 2010.

Novel microwave-assisted one-pot synthesis of isoxazoles by a three-component coupling-cycloaddition sequence

The consecutive Sonogashira coupling of acid chlorides with terminal alkynes, followed by 1,3-dipolar cycloaddition under dielectric heating of in situ generated nitrile oxides from hydroximinoyl chlorides furnishes isoxazoles in moderate to good yields i

Stereocontrolled approaches to 2-(2-aminoalkyl)-1-hydroxycyclopropanes

(1S,2S)-2[(S)-Amino(4-methoxyphenyl)methyl]cyclopropan-1-ol together with a range of racemic 2-(2-aminoalkyl)-1-hydroxycyclopropanes were prepared by a stepwise procedure involving a 1,3-dipolar cycloaddition of a nitrile oxide to a cyclopropene followed

Regioselective synthesis of C-nucleosides by 1,3-dipolar cycloaddition of arylnitrile oxides to 5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-enofuranose

The synthesis of 3-aryl-5-(1,2-O-isopropylidene-α-D-xylo-tetrofuranos-4-yl)-2-isoxazoline (3) from arylnitrile oxides and 5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-enofuranose (1) is described.The 1,3-dipolar cycloaddition reactions give mainly anti-adducts (>=95percent ?-facial stereoselectivity).

Iodobenzene dichloride - An efficient reagent for preparation of nitrile oxides from aldoximes

Reaction of aldoximes with iodobenzene dichloride leads to formation of corresponding nitrile oxides in good yields in a single pot reaction.