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Note | Regular issue | Vol 68, No. 2, 2006, pp.357-368
Published online, 27th December, 2005
DOI: 10.3987/COM-05-10618
A Facile Synthetic Route to Highly Functionalized 2,4-Pyrrolidinediones: A New Base-catalyzed Cyclization

Yu-Zi Jin, Bing Zhu Yin,* and Youn-Sik Lee*

*Division of environmental and Chemical Engineering, Nanomaterials Research Center, Chonbuk National University, Chonju 561-576, Korea

Abstract

2,4-Pyrrolidinedione derivatives were synthesized in 67-85% yield in one-pot reaction via base-catalyzed cyclization of α-(arylvinylcarbonyl)-α’-(N-arylaminocarbonyl)ketene dithioacetals formed in situ by the reaction of α-acetyl-α’-(N-arylaminocarbonyl)ketene dithioacetals with pyridinecarboxlaldehydes or benzaldehydes containing electron-withdrawing substituents.