Exploiting the Electrophilic and Nucleophilic Dual Role of Nitrile Imines: One-Pot, Three-Component Synthesis of Furo[2,3-d]pyridazin-4(5H)-ones

详细信息    查看全文

• 作者：Mariateresa Giustiniano ; Valentina Mercalli ; Jussara Amato ; Ettore Novellino ; Gian Cesare Tron
• 刊名：Organic Letters
• 出版年：2015
• 出版时间：August 21, 2015
• 年：2015
• 卷：17
• 期：16
• 页码：3964-3967
• 全文大小：322K
• ISSN：1523-7052

文摘

An expeditious multicomponent reaction to synthesize tetrasubstituted furo[2,3-d]pyridazin-4(5H)-ones is reported. In brief, hydrazonoyl chlorides react with isocyanoacetamides, in the presence of TEA, to give 1,3-oxazol-2-hydrazones which, without being isolated, can react with dimethylacetylene dicarboxylate to afford furo[2,3-d]pyridazin-4(5H)-ones with an unprecedented level of complexity in a triple domino Diels鈥揂lder/retro-Diels鈥揂lder/lactamization reaction sequence.