Facile synthesis of highly substituted 2-pyrone derivatives via a tandem Knoevenagel condensation/lactonization reaction of β-formyl-esters and 1,3-cyclohexadiones

A mild and efficient tandem process for the synthesis of new highly substituted 2-pyrones starting from commercially available 2-arylacetic acids has been developed. The synthesis is based on the Knoevenagel condensation of 1,3-cyclohexadiones with various β-formyl-esters, followed by lactonization...

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Bibliographic Details
Published in:Tetrahedron letters 2014-04, Vol.55 (18), p.2908-2911
Main Authors: Moghaddam, Firouz Matloubi, Mirjafary, Zohreh, Javan, Marjan Jebeli, Motamen, Sara, Saeidian, Hamid
Format: Article
Language:English
Subjects:
2-Pyrone derivatives
Condensing
Derivatives
Knoevenagel condensation
Lactonization
Nanostructure
Synthesis (chemistry)
Tetrahedrons
Zinc oxide
ZnO nanoparticles
β-Formyl-esters
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Summary:A mild and efficient tandem process for the synthesis of new highly substituted 2-pyrones starting from commercially available 2-arylacetic acids has been developed. The synthesis is based on the Knoevenagel condensation of 1,3-cyclohexadiones with various β-formyl-esters, followed by lactonization in the presence of nano ZnO (20mol%). Moderate to high yields and readily available cheap starting materials are the key features of the present method.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2014.02.104