Central-Nervous-System Active Compounds. XVI. Some Chemistry of 6-Oxo Caprolactams Derived From an Enamine Ring-Expansion Synthesis

GW Heinicke, AM Morella, J Orban, RH Prager…

Index: Heinicke; Morella; Orban; et al. Australian Journal of Chemistry, 1985 , vol. 38, # 12 p. 1847 - 1856

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Citation Number: 16

Abstract

Abstract Several 6-oxo caprolactam derivatives have been prepared by the ring-expansion of enaminopyrrolidones with dimethyl acetylenedicarboxylate. Other acetylenic systems did not react. The products exist in the enol form of the β-keto ester system are are very resistant towards hydrolysis. They react with hydrazine and phenylhydrazine to form pyrazolo [3, 4-c] azepinones in low yield. Many of the caprolactams and their pyrazolo-fused derivatives ...

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