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Addition of Nitrile Oxides to Allyl Esters of Aryl(hetaryl)carboxylic Acids

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

3,5-Disubstituted isoxazolines with an aryl(hetaryl)carboxymethyl group in position 5 have been synthesized. The addition reaction of nitrile oxides to allyl esters of aryl(hetaryl) carboxylic acids occurs regiospecifically with the formation of the 5-substituted isomer. Initial pharmacological screening showed that 5-(4-bromobenzoyloxy)methyl-3-(3,4-dimethoxyphenyl)isoxazoline possesses marked nootropic activity.

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Dirnens, V., Slyadevskaya, O. & Lukevics, E. Addition of Nitrile Oxides to Allyl Esters of Aryl(hetaryl)carboxylic Acids. Chemistry of Heterocyclic Compounds 38, 434–437 (2002). https://doi.org/10.1023/A:1016031305715

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  • DOI: https://doi.org/10.1023/A:1016031305715

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