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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• 作者：Mohammad Bagher Teimouri
• 关键词：Dialkyl acetylenedicarboxylate ; Isocyanide ; Multicomponent reaction ; Phthalhydrazide ; 1H-Pyrazolo[1 ; 2-b]phthalazine
• 刊名：Tetrahedron
• 出版年：2006
• 出版时间：20 November 2006
• 年：2006
• 卷：62
• 期：47
• 页码：10849-10853
• 全文大小：187 K

文摘

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-pyrazolo[1,2-b]phthalazine-1,2-dicarboxylates in fairly good yields at room temperature.