Synthesis of fully functionalized iminolactones via an isocyanide-based three-component reaction

An efficient method has been developed for the one-pot synthesis of fully functionalized iminolactones containing pyran–furan moiety. The zwitterion formed from an alkyl or an aryl isocyanide and a dialkyl acetylenedicarboxylate reacts with 3-acetyl-6-methyl-3 H -pyran-2,4-dione to form 2,5-dihydro-...

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Bibliographic Details
Published in:Journal of the Iranian Chemical Society 2014-08, Vol.11 (4), p.1183-1187
Main Authors: Shaabani, Ahmad, Mahyari, Mojtaba, Hajishaabanha, Fatemeh, Mofakham, Hamid
Format: Article
Language:English
Subjects:
Analytical Chemistry
Biochemistry
Chemistry
Chemistry and Materials Science
Inorganic Chemistry
Organic Chemistry
Original Paper
Physical Chemistry
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Summary:An efficient method has been developed for the one-pot synthesis of fully functionalized iminolactones containing pyran–furan moiety. The zwitterion formed from an alkyl or an aryl isocyanide and a dialkyl acetylenedicarboxylate reacts with 3-acetyl-6-methyl-3 H -pyran-2,4-dione to form 2,5-dihydro-2-(3,4-dihydro-6-methyl-2,4-dioxo-2 H -pyran-3-yl)-2-methyl-5-(methylimino)furan-3,4-dicarboxylates in relatively good yields at room temperature without using any catalyst. Graphical abstract
ISSN:1735-207X
1735-2428
DOI:10.1007/s13738-013-0386-2