o-Iodoxy Benzoic Acid–Mediated Synthesis of 3,5-Diarylisoxazoles and Isoxazole-3-carboxylic Acids

Abstract

IR spectra were recorded on IRPrestige-21, Shimadzu FTIR spectrophotometer. 1 HNMR spectra were obtained on a Avance Bruker-400MHz spectrometer and 13 C NMR were obtained on a Avance Bruker-75MHz spectrometer., Samples were analysed in CDCl 3 and the chemical shift

Exploring isoxazoles and pyrrolidinones decorated with the 4,6‐dimethoxy‐1,3,5‐triazine unit as human farnesyltransferase inhibitors

“…The most important methods described so far for the synthesis of 3,5‐isoxazoles are the condensation of 1,3‐diketones with hydroxylamine and the [3+2] dipolar cycloaddition between alkynes and nitrile oxides . In this context, oxidation of oxime was promoted by Magtrieve TM (Sigma‐Aldrich, France) (CrO 2 ), alkyl nitrites, IBX, or more often by N ‐chlorosuccinimide . This latter procedure was privileged for our synthetic strategy to obtain target isoxazolyl‐dimethoxytriazines 3 starting from oximes 5 .…”

Synthesis, Theoretical Calculation and α-glucosidase inhibition of new chalcone oximes

“…Dose-dependent inhibitory effect of compounds 2a and 2b is shown in figure 4. In the literature various substituted chalcone compounds such as; sulfonamide chalcone, 42-43 3',5'-digeranylated chalcone, 44 aminochalcones, 42 and the other substituted chalcone compounds 42,45 were mentioned to be potent inhibitor against α-glucosidase. In our case, screening of the hydroxyl and methoxy substituted chalcone oximes compounds (2a-2k) against α-glucosidase revealed that hydroxyl substituted chalcone oximes 2a and 2b were found to be the best inhibitor against αglucosidase activity.…”

Copper-catalyzed aerobic oxidative C–O bond formation for the synthesis of 3,5-disubstituted isoxazoles from enone oximes

“…Nonetheless, the latter methods commonly require the use of stoichiometric amounts of oxidants, such as TEMPO, hypervalent iodine, DDQ, metal salt and so on, which caused heavy burden to the environment. [41][42][43][44][45][46] It is no doubt that the catalyzed oxidation with pure oxygen or air as the oxidant is a green solution. Herein, we disclose a new copper(II)-catalyzed synthesis of 3,5-disubstituted isoxazoles from enone oximes through a C-H functionalization/C-O bond-forming process that uses oxygen as the terminal oxidant and water as the only direct waste product.…”