Isolation of 5-Hydroxy-γ-lactams from a Classical 2-Aminopyrrole Synthesis

Nisaraporn Suthiwangcharoen, Andrew C. Bean, Minna Hassan, Cheryl K Eidell, Chad E. Stephens

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Abstract

5-hydroxy-γ-lactams have been isolated as major byproducts from a classical 2-aminopyrrole synthesis involving condensation of an in situ prepared α-aminoketone with methyl cyanoacetate. The classical 2-aminopyrrole was obtained in very low yield, or not at all. One 5-hydroxy-γ-lactam was dehydrated to the known 5-methylene-γ-lactam in good yield using thionyl chloride.

Original languageEnglish (US)
Pages (from-to)1219-1222
Number of pages4
JournalJournal of Heterocyclic Chemistry
Volume55
Issue number5
DOIs
Publication statusPublished - May 1 2018

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ASJC Scopus subject areas

  • Organic Chemistry

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