Spiroisoxazole and spiropyrazole derivatives were obtained in a four-component reaction of active isoxazol- or pyrazol-5-ones with aromatic aldehydes, phenacyl chloride and AcOH-AcONH4 mixture. The reaction sequence is highly chemo- and diastereoselective affording good yields of spiroisoxazoles in refluxing ethanol, while efficient formation of spiropyrazoles is closely related to the use of a microwave-assisted protocol.

An improved diastereoselective synthesis of spiroazoles using multicomponent domino transformations

ALTIERI, ELISA;CORDARO, Massimiliano;GRASSI, Giovanni;RISITANO, Francesco;SCALA, ANGELA
2010

Abstract

Spiroisoxazole and spiropyrazole derivatives were obtained in a four-component reaction of active isoxazol- or pyrazol-5-ones with aromatic aldehydes, phenacyl chloride and AcOH-AcONH4 mixture. The reaction sequence is highly chemo- and diastereoselective affording good yields of spiroisoxazoles in refluxing ethanol, while efficient formation of spiropyrazoles is closely related to the use of a microwave-assisted protocol.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11570/1904229
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