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Synthesis of 4-Hetarylisoxazoles from Amino Acid-Derived Halogenoximes and Push-Pull Enamines

Eur. J. Org. Chem. 2018, 40, 5585-5595

DOI: 10.1002/ejoc.201800753

Chalyk B.; Hrebeniuk K.; Gavrilenko K.; Kulik I.; Rozhenko A.; Volochnyuk D.; Liashuk O.; Grygorenko O.

An approach to 4‐hetarylisoxazole‐derived amines and other related 3,4‐disubstituted isoxazoles which relies on [3+2] cycloaddition of amino acid‐derived halogenoximes and push‐pull enamines is described. The target products are obtained at gram scale in up to 81 % overall yield. The efficiency of the method is affected by the electronic properties of the enamine component at the key step.

Synthesis of 4-Hetarylisoxazoles from Amino Acid-Derived Halogenoximes and Push-Pull Enamines

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