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Preparation of 2,4-Dichlorobenzoyl-Substituted Isoxazolines and Isoxazoles

L. Jarošková and Ľ. Fišera

Department of Organic Chemistry, Faculty of Chemical Technology, Slovak Technical University, CS-812 37 Bratislava

 

Abstract: The synthesis of 2,4-dichlorobenzoyl-substituted isoxazolines and isoxazoles through the 1,3-dipolar cycloaddition of 2,4-dichlorobenzoylnitrile oxide is described. The regio- and stereoselectivity of the nitrile oxide cycloaddition with alkenes, alkynes, and oxygen-containing heterocycles is discussed. 2,4-Dichlorobenzoylnitrile oxide reacts with allylamine and yields the unexpected open-chain N-substituted amide oxime XIV and amide XV.

Full paper in Portable Document Format: 464a238.pdf

 

Chemical Papers 46 (4) 238–243 (1992)

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