20821-99-2

Usage

Uses

Used in Pharmaceutical Industry:
3,5-bis(4-methoxyphenyl)-4,5-dihydro-1,2-oxazole is used as a pharmaceutical compound for its potential medicinal activities. Its unique structure allows it to interact with biological targets and may lead to the development of new drugs for various therapeutic applications.
Used in Organic Chemistry Research:
3,5-bis(4-methoxyphenyl)-4,5-dihydro-1,2-oxazole is used as a research compound in the field of organic chemistry. Its synthesis and properties are of interest to researchers working on the development of new synthetic methods and understanding the reactivity of oxazole-containing compounds.
Used in Drug Development:
3,5-bis(4-methoxyphenyl)-4,5-dihydro-1,2-oxazole is used as a lead compound in drug development. Its structural properties make it a promising candidate for the design and optimization of new pharmaceutical agents with improved efficacy and selectivity.
Used in Medicinal Chemistry:
3,5-bis(4-methoxyphenyl)-4,5-dihydro-1,2-oxazole is used as a tool in medicinal chemistry to study the structure-activity relationships of biologically active compounds. Its unique features can provide insights into the design of more effective and selective drugs for various diseases and conditions.

Upstream product

• 6000-10-8 trans-1,2-bis(4-methoxyphenyl)cyclopropane 
• 3718-51-2 1,2-bis(4-methoxyphenyl)cyclopropane 
• 1692-39-3 1,2-bis(4-methoxyphenyl)cyclopropane 
• 112430-01-0 3,5-bis(4-methoxyphenyl)-1,2-oxathiolane-2-oxide 

Downstream Products

• 52751-67-4 3,5-bis-(4-methoxyphenyl) isoxazole 

Relevant academic research and scientific papers

Study of the Features of the Reaction of Arylcyclopropanes with Nitrozonium Ethyl Sulfate or Nitrozonium Tetrafluoroborate

Abstract: The reactions of diaryl-, aryl-, and alkyl–arylcyclopropanes with ethyl nitrite in the presence of sulfur trioxide and sulfur trioxide dioxane complex, as well as the reactions of 1-alkyl-2-arylcyclopropanes with NOBF4 were studied. It was found that the attack of the nitrosonium cation, accompanied by the formation of a benzyl carbocation, leads to the formation of isoxazolines. The introduction of bulky alkyl substituents into the cyclopropane ring changes the regioselectivity of nitrosation, favoring the attack of the electrophilic particle on the benzyl position and leading to the competitive formation of an alkyl carbocation. Depending on the structure of the alkyl substituent, both products of intramolecular heterocyclization accompanied by skeletal rearrangements and products formed with the participation of an external nucleophile are formed.

Nitrosonium hexachlorostannate: Synthesis, crystal structure, and nitrosating activity in the reactions with arylcyclopropanes

Nitrosonium hexachlorostannate (NO)2[SnCl6] was synthesized by the reaction of NOCl and SnCl4 in CH 2Cl2. According to the single-crystal X-ray diffraction analysis data, the structure of (NO)2[SnCl6] consists of cations NO+ and octahedral anions [SnCl6]2- arranged as ions in antifluorite. Isoxazolines were synthesized by the reactions of (NO)2[SnCl6] with arylcyclopropanes containing donor substituents in the aromatic ring.

Synthesis of 4,5-dihydroisoxazoles from arylcyclopropanes and nitrosyl chloride

Arylcyclopropanes readily react with nitrosyl chloride in liquid sulfur dioxide to give the corresponding 5-aryl-4,5-dihydroisoxazoles in good yield. The reaction is most selective at -40 to -50°C; at higher temperature, the contribution of side processes

Transformations of arylcyclopropanes under the action of dinitrogen tetroxide

p-Bromophenylcyclopropane, 1- and 2-methylphenylcyclopropanes, and 1,2-di-p-tolyl- and l,2-bis(p-methoxyphenyl)cyclopropanes react with N2O4with opening of the three-membered ring. Reactions of p-methoxyphenylcyclopropane, 6-cyclopropyl-l,4-benzodioxane, and 2-cyclopropylfluorene yield the corresponding nitroaromatic derivatives with conservation of the cyclopropane ring. The nitration of p-methoxyphenylcyclopropane is accompanied by demethylation. 2-Nitro- and 4-nitrophenylcyclopropanes, as well as l-chloro-2-phenylcyclopropane, do not react with N2O4 under the same conditions. The differences in the behavior of arylcyclopropanes in reactions with N2O4 are explained by the different action of nitrosonium ion in the first reaction step: It acts as either electrophilic species capable of initiating opening of the cyclopropane ring or one-electron oxidant converting the initial arylcyclopropanes into the corresponding radical cations which are precursors of Wheland σ complexes responsible for aromatic nitration. copy;1998 MAHK "Hayka/Interperiodica".

Insertion of Nitrogen Oxide and Nitrosonium Ion into the Cyclopropane Ring: A New Route to 2-Isoxazolines and its Mechanistic Studies

The 9,10-dicyanoanthracene (DCA)-sensitized photoreaction of 1,2-diarylcyclopropanes 1a-d in nitrogen oxide (NO)-saturated CH3CN afforded 3,5-diaryl-2-isoxazolines 2a-d in excellent yields.The reaction of 1a-d with NOBF4 or with a mixture of NO and O2 in

9,10-Dicyanoanthracene-Sensitized NO Insertion into Cyclopropane Ring via Photoinduced Electron Transfer

9,10-Dicyanoanthracene-sensitized photoreaction of electron-rich 1,2-diarylcyclopropanes with NO in acetonitrile afforded 3,5-diaryl-2-isoxazolines in good yields.The cyclopropanes bearing different aryl-substituents gave a mixture of two isomeric 2-isoxa

A Novel NO Insertion into Cyclopropane Ring by Use of NOBF4. Formation of 2-Isoxazolines

The reaction of 1,2-diarylcyclopropanes with NOBF4 in CH3CN gave 3,5-diaryl-2-isoxazolines in good yields.For unsymmetrically substituted cyclopropanes, the mixtures of two isomeric isoxazolines were obtained.The mechanism and regioselectivety in this NO