4.5 Review

Recent Progress in the Synthesis of Isoxazoles

期刊

CURRENT ORGANIC CHEMISTRY
卷 25, 期 24, 页码 2938-2989

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BENTHAM SCIENCE PUBL LTD
DOI: 10.2174/1385272825666211118104213

关键词

Cycloisomerization; alpha, beta-acetylenic oximes; alkynyl oxime ethers; dipolar cycloaddition; nitrile oxide; chalcone oximes

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Isoxazole derivatives are versatile compounds with a wide range of applications in medicinal chemistry, agriculture, and organic materials. They play important roles in various activities and can be converted into several key synthetic units, attracting intensive research attention from chemists.
Isoxazole derivatives are aromatic five-membered ring heterocyclic compounds with one oxygen atom and one nitrogen atom at adjacent positions. These compounds have a broad spectrum of applications in medicinal chemistry, such as antimicrobial, anticancer, antitumor, antitubercular, analgesic, anti-inflammatory, antidepressant, and anticonvulsant activities and some of them are well-known drugs for the treatment of various diseases in the market. The use of this class of compounds in agriculture as herbicides, insecticides have been widely reported. In organic materials, these compounds have been applied as semiconductors, single-walled nanotubes, liquid crystals, chiral ligands, scaffolds for peptidomimetics, dyes, and high-temperature lubricants. Isoxazole derivatives also play an important role in organic synthesis because they can be converted into several important synthetic units such as beta-hydroxy ketones, gamma-amino alcohols, alpha,beta-unsaturated oximes, beta-hydroxy nitriles, alpha-hydroxy-beta-diketones, and beta-dicarbonyl compounds. Due to such a wide range of applicability, the synthesis of isoxazole derivatives has attracted intensive research from chemists. This review will focus on considerable studies on the synthesis of isoxazoles which date back from 2012.

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