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Facile synthesis of 1H-pyrazolo[1,2-a]pyridazine-5,8-dione derivatives by a one-pot, three-component reactions |
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| Authors: | Mohammad Bagher Teimouri Farideh Mansouri |
| Affiliation: | a Petrochemical Department, Iran Polymer and Petrochemical Institute, PO Box 14965-115, Tehran, Iran b Faculty of Chemistry, Firouzabad Branch, Islamic Azad University, Firouzabad, Iran c Department of Chemistry, Payame Noor University (PNU) of Abhar, Abhar, Zanjan, Iran |
| Abstract: | Protonation of the highly reactive 1:1 intermediate produced in the reaction between alkyl or aryl isocyanides and electron-deficient acetylenic esters with 3,6-dihydroxypyridazine, leads to a vinylisonitrilium cation, which undergoes an addition reaction with the conjugate base of the 3,6-dihydroxypyridazine to produce dialkyl 3-(alkyl or arylamino)-5,8-dioxo-5,8-dihydro-1H-pyrazolo[1,2-a]pyridazine-1,2-dicarboxylates in good yields at room temperature. |
| Keywords: | Dialkyl acetylenedicarboxylate Isocyanide Multicomponent reaction 3,6-Dihydroxypyridazine 1H-Pyrazolo[1,2-a]pyridazine |
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