Synthesis of 2-(alkylamino)-5-{alkyl[(2-oxo-2H-chromen-3-yl)carbonyl]amino}-3,4-furandicarboxylates using a multi-component reaction in water |
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| Authors: | Mehdi Adib Ehsan Sheikhi Hamid Reza Bijanzadeh |
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| Institution: | a School of Chemistry, University College of Science, University of Tehran, PO Box 14155-6455, Tehran, Iran
b Department of Chemistry, Tarbiat Modarres University, PO Box 14115-175, Tehran, Iran |
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| Abstract: | A simple synthesis of 2-(alkylamino)-5-{alkyl(2-oxo-2H-chromen-3-yl)carbonyl]amino}-3,4-furandicarboxylates via a one-pot multi-component reaction is described. The reactive 1:1 zwitterionic intermediate generated from the addition of isocyanides to dialkyl acetylenedicarboxylates was trapped at room temperature by coumarin-3-carboxylic acids prepared in situ from a 2-hydroxy aromatic aldehyde and Meldrum’s acid to afford the title compounds in good to excellent yields. |
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| Keywords: | Furans Isocyanides Dialkyl acetylenedicarboxylates 2-Hydroxy aromatic aldehydes Meldrum&rsquo s acid Multi-component reactions Synthesis in water |
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