A Convenient Procedure for Transformation of Tertiary Cyclopropanols into 5-Substituted Isoxazoles

A Convenient Procedure for Transformation of Tertiary Cyclopropanols into 5-Substituted Isoxazoles

Abstract Tertiary cyclopropanols, when treated with an excess of amyl nitrite at room temperature, are smoothly converted into dimeric β-nitrosoketones. Heating the methanolic solutions of the latter under reflux gives 5-substituted isoxazoles in good yields.

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Veröffentlicht in:Synlett 2006-12, Vol.2006 (20), p.3427-3430
Hauptverfasser: Churykau, Dzmitry H., Kulinkovich, Oleg G.
Format: Artikel
Sprache:eng
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Zusammenfassung:Abstract Tertiary cyclopropanols, when treated with an excess of amyl nitrite at room temperature, are smoothly converted into dimeric β-nitrosoketones. Heating the methanolic solutions of the latter under reflux gives 5-substituted isoxazoles in good yields.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2006-956475