One-pot three-component reaction of isocyanides, dialkyl acetylenedicarboxylates and phthalhydrazide: synthesis of highly functionalized 1H-pyrazolo[1,2-b]phthalazine-5,10-diones |
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Authors: | Mohammad Bagher Teimouri |
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Institution: | Petrochemical Department, Iran Polymer and Petrochemical Institute, PO Box 14965-115, Tehran 1497713115, Iran |
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Abstract: | Protonation of the highly reactive 1:1 intermediate produced in the reaction between alkyl isocyanides and electron-deficient acetylenic esters with phthalhydrazide, leads to a vinylisonitrilium cation, which undergoes an addition reaction with the conjugate base of the phthalhydrazide to produce dialkyl 3-(alkylamino)-5,10-dioxo-5,10-dihydro-1H-pyrazolo1,2-b]phthalazine-1,2-dicarboxylates in fairly good yields at room temperature. |
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Keywords: | Dialkyl acetylenedicarboxylate Isocyanide Multicomponent reaction Phthalhydrazide 1H-Pyrazolo[1 2-b]phthalazine |
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