Synthesis of Functionalized 5-Amino-3(2H)-furanones via Base-Catalyzed Ring-Cleavage/Recyclization of 4-Cyano-3(2H)-furanones in the Presence of Water

Abstract 5-Alkyl/aryl/hetaryl-4-cyano-3(2 H )-furanones undergo ring-cleavage/recyclization in the presence of water under mild conditions [MOH (M = Na, K), aqueous ethanol, 20–25 °C] to afford 4-acyl/aroyl/hetaroyl-5-amino-3(2 Н )-furanones in 75–99% yields.

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Bibliographic Details
Published in:Synthesis (Stuttgart) 2018-12, Vol.50 (24), p.4905-4914
Main Authors: Volostnykh, Olga G., Shemyakina, Olesya A., Stepanov, Anton V., Ushakov, Igor A., Borodina, Tatyana N.
Format: Article
Language:English
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Summary:Abstract 5-Alkyl/aryl/hetaryl-4-cyano-3(2 H )-furanones undergo ring-cleavage/recyclization in the presence of water under mild conditions [MOH (M = Na, K), aqueous ethanol, 20–25 °C] to afford 4-acyl/aroyl/hetaroyl-5-amino-3(2 Н )-furanones in 75–99% yields.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-0037-1609916