Efficient One-Pot Synthesis of 4-Aroyl-2-pyrones: Nucleophilic Addition of Active Methylene Groups to 1,2-Diaroylacetylenes

An efficient synthesis of 3,6-disubstituted-4-aroyl-2-pyrones in a single-step reaction through Michael addition of 1,2-diaroylacetylenes with active methylene compounds in the presence of NaH in dimethylsulfoxide at room temperature is reported. The structures have been confirmed by spectral data a...

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Bibliographic Details
Published inSynthetic communications Vol. 41; no. 18; pp. 2738 - 2746
Main Authors Shankar, Ravi, Shukla, Harsha, Singh, Uma Sharan, Thakur, Vinay, Hajela, K.
Format Journal Article
LanguageEnglish
Published PHILADELPHIA Taylor & Francis 01.09.2011
Taylor & Francis Ltd
Subjects
1,2-diaroylacetylenes
4-Aroyl-2-pyrones
Chemistry
Chemistry, Organic
Michael addition
Physical Sciences
Science & Technology
Michael addition
DESIGN
DIELS-ALDER CYCLOADDITIONS
2-PYRONES
ALPHA-PYRONES
ISOCOUMARINS
4-Aroyl-2-pyrones
1,2-diaroylacetylenes
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Summary:An efficient synthesis of 3,6-disubstituted-4-aroyl-2-pyrones in a single-step reaction through Michael addition of 1,2-diaroylacetylenes with active methylene compounds in the presence of NaH in dimethylsulfoxide at room temperature is reported. The structures have been confirmed by spectral data analyses.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397911.2010.515350