The Journal of Organic Chemistry

4-Hydroxy-2-butenolide. A versatile reagent for the synthesis of heterocyclic compounds

F Yuste, R Sanchez-Obregon

文献索引：Yuste, Francisco; Sanchez-Obregon, Ruben Journal of Organic Chemistry, 1982 , vol. 47, # 19 p. 3665 - 3668

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被引用次数: 18

摘要

The base-catalyzed reaction of hydroxy lactone 1 with several cyclic and acyclic vinylogous amides and 1, 3-dicarbonyl compounds was found to provide a smooth method to prepare pyrrole, furan, tetrahydroindole, and tetrahydrobenzofuran ring systems. The reaction of 1 with the cyclic enaminone 2 affords 3 which can be isomerized to the tetrahydroindole-2- acetic acid 4. The reaction of 1 with 6 and 8 produces, after esterification, the methyl ...