90712-59-7

Upstream product

• 4030-17-5 4-methoxyphenylcyclopropane 
• 637-69-4 4-Methoxystyrene 
• 75-52-5 nitromethane 

Downstream Products

• 24680-50-0 4-methoxy-trans-cinnamaldehyde 
• 14482-11-2 (E)-p-methoxycinnamonitrile 
• 144119-13-1 3-hydroxy-3-(p-methoxyphenyl)-propanenitrile 
• 380913-72-4 (R)-3-hydroxy-3-(4’-methoxyphenyl)-propanenitrile 
• 144119-13-1 (S)-3-hydroxy-3-(4'-methoxyphenyl)propanenitrile 

Relevant academic research and scientific papers

Biocatalytic asymmetric ring-opening of dihydroisoxazoles: a cyanide-free route to complementary enantiomers of β-hydroxy nitriles from olefins

By combination of the cyanide-free synthesis of chiral nitriles and the Kemp elimination reaction catalyzed by aldoxime dehydratases, we herein report a new application of aldoxime dehydratase in the asymmetric ring-opening of 5-sub-4,5-dihydroisoxazoles

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.

4,5-dihydroisoxazoles from arylcyclopropanes: II. Reaction of arylcyclopropanes with nitrosyl chloride activated by sulfur(VI) oxide

Arylcyclopropanes react with nitrosyl chloride activated by sulfur(VI) oxide to give the corresponding 5-aryl-4,5-dihydro-1,2-oxazoles in quantitative yields. The complex NOC1?2SO3 is a highly efficient nitrosating agent which makes it possible to involve in the process arylcyclopropanes having both donor and acceptor substituents in the aromatic ring. Nauka/Interperiodica 2007.

2-Isoxazolines from arylcyclopropanes: I. Monoarylcyclopropanes in a reaction with nitrosyl chloride activated by sulfur(IV) oxide

A reaction of monoarylcyclopropanes with nitrosyl chloride activated by sulfur (IV) oxide gave in good yields 5-arylisoxazolines. The reaction is of electrophilic character. A scheme of the reaction was suggested. Pleiades Publishing, Inc. 2006.

The Addition of Diallylzinc to 5-Substituted 4,5-Dihydroisoxazoles

The addition of diallyl zinc to range of 5-aryl-4,5-dihydroisoxazoles, occurs with a diastereoselectivity of between 6.9:1 and 3.6:1. The major product is the trans isomer as demonstrated by an X-ray crystal structure on the phenyl thiourea derivative of

SUBSTITUTED PHENYLCYCLOPROPANES IN THE SYNTHESIS OF 2-ISOXAZOLINES

Diverse 2-isoxazolines with substituents in both the aromatic ring and isoxazoline ring were obtained in the process of nitrosation of various substituted phenylcyclopropanes with sodium nitrite in mixture of chloroform and trifluoroacetic acid.