| Enaminones in heterocyclic synthesis: a novel route to tetrahydropyrimidines, dihydropyridines, triacylbenzenes and naphthofurans under microwave irradiation. | |
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MedLine Citation:
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PMID: 20110871 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Condensation of phthalimidoacetone (1) with DMFDMA (N,N-Dimethylformamide dimethyl acetal) has afforded enaminone 2. Refluxing 2 with equimolecular amounts of benzaldehyde and urea in acetic acid afforded a mixture of tetrahydropyrimidine 5 and the dihydropyridine 6. Compound 2 undergoes self-condensation on heating in acetic acid or under microwave irradiation in presence of acidic zeolite to give 1,3,5-triacylbenzene 9. Reacting enaminone 11a with naphthoquinone 15 afforded the naphthofuran 18. The possible formation of the aldehyde 19 was excluded based on an HMQC experiment, which revealed that the carbonyl carbon is not linked to any hydrogen. |
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Authors:
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Saleh Mohammed Al-Mousawi; Morsy Ahmed El-Apasery; Mohamed H Elnagdi |
Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't Date: 2009-12-25 |
Journal Detail:
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Title: Molecules (Basel, Switzerland) Volume: 15 ISSN: 1420-3049 ISO Abbreviation: Molecules Publication Date: 2010 Jan |
Date Detail:
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Created Date: 2010-01-29 Completed Date: 2010-04-02 Revised Date: 2010-12-15 |
Medline Journal Info:
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Nlm Unique ID: 100964009 Medline TA: Molecules Country: Switzerland |
Other Details:
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Languages: eng Pagination: 58-67 Citation Subset: IM |
Affiliation:
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Department of Chemistry, Faculty of Science; Kuwait University, P.O. Box 5969 Safat 13060, Kuwait. saleh.almousawi@yahoo.com |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Benzene
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chemical synthesis*,
chemistry Dihydropyridines / chemical synthesis*, chemistry Furans / chemical synthesis*, chemistry Heterocyclic Compounds, 2-Ring / chemical synthesis*, chemistry Microwaves* Pyrimidines / chemical synthesis*, chemistry |
| Chemical | |
Reg. No./Substance:
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0/Dihydropyridines; 0/Furans; 0/Heterocyclic Compounds, 2-Ring; 0/Pyrimidines; 71-43-2/Benzene |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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