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Facile reaction of thiols and amines with alkyl 4-hydroxy-2-alkynoates in water under neutral conditions and ultrasound irradiation
Authors:Antonio Arcadi  Maria Alfonsi  Fabio Marinelli
Affiliation:Department of Chemistry, Chemical Engineering and Materials-University of L’Aquila-Via Vetoio, 67010 L’Aquila, Italy
Abstract:This Letter describes an alternative protocol for the Michael addition of thiols to 4-hydroxy-2-alkynoates. The reaction proceeds at room temperature in water under ultrasound irradiation. With amines instead of thiols a sequential conjugate addition/lactonization reaction leads to important 4-amino-furan-2-one derivatives.
Keywords:Aqueous medium   Ultrasound irradiation   Hetero-Michael reaction   Thiols   Amines   4-Hydroxy-2-alkynoates
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