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Reaction between isocyanides and dialkyl acetylenedicarboxylates in the presence of strong CH-acids: one-pot synthesis of highly functionalized annulated 4H-pyrans |
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| Authors: | Mohammad Bagher Teimouri Reihaneh Bazhrang Arezu Nouri |
| Institution: | a Petrochemical Department, Iran Polymer and Petrochemical Institute, PO Box 14965-115, Tehran, Iran b Biomaterial Department, Iran Polymer and Petrochemical Institute, PO Box 14965-115, Tehran, Iran c Central Laboratory, Iran Polymer and Petrochemical Institute, PO Box 14965-115, Tehran, Iran |
| Abstract: | The highly reactive 1:1 adduct, produced from the reaction between dialkyl acetylenedicarboxylates and alkyl isocyanides, was trapped by strong cyclic CH-acids such as 4-hydroxy-6-methyl-2H-pyran-2-one or 4-hydroxycoumarin to yield dialkyl 2-(alkylamino)-5-oxo-4H,5H-pyrano3,2-c]chromene-3,4-dicarboxylates or dialkyl 7-methyl-2-(alkylamino)-5-oxo-4H,5H-pyrano4,3-b]pyran-3,4-dicarboxylates in good yields at room temperature. |
| Keywords: | Acetylenic ester Annulated 4H-pyran CH-acid Isocyanide Multicomponent reaction |
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